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James’ Descent into Cuckoldry (MF, Femdom, Cuckold, Cum Eating, Pegging, Anal)

UndeniableUrges · 1437

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Offline UndeniableUrges

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James’ Descent into Cuckoldry (MF, Femdom, Cuckold, Cum Eating, Pegging, Anal)

Summary – James’ dominating wife decides to turn him into a submissive, sissy cuckold.

Note - Note – This is a work of fiction, make-believe and fantasy. It is not based on real people or actual events. You must be of legal age to read this adult story. It is OK to have fantasies, but turning a fantasy into reality can destroy lives. Don't be a dick with other people's lives!

James Fagioli had always been weak and submissive. As a young boy, he obeyed his parents and tried his very best to a ‘good little boy’. In school, he was nearly invisible, except for name calling from the bigger kids due to his surname and his size and mannerisms. James was slim, short and a bit effeminate.

Though he often tried to correct his teacher’s and fellow students on the pronunciation of his last name ‘Faj-o-li’,  they always pronounced it - whether intentional or by accident – ‘Fag-o-li’, with the emphasis on ‘Fag’. He once came home crying and begging his parents to change their last name, but, being proud Italian immigrants, they refused. His classmates called him ‘Fag’ so often James learned to accept it and even answer to it.

Besides his family name, he also blamed his mother for his troubles. She was a strong woman who easily dominated both her weak-willed husband and her quiet, submissive boy.  James grew up thinking it was normal for a woman to dominate her man.  His father did all the chores in the household and was always apologetic to his wife when he failed to live up to her demanding expectations. And, though James understood why his mother sometimes dressed him in clothing that others considered ‘girly’ (his mother yearned for a female child and blamed her tiny-dicked husband’s lack of masculinity for her inability to conceive another child), James still resented being made to sit with his legs clamped tight, his hands in his lap, and his head bowed in deference to all the stronger men and women in his life.

James’ humiliation is school escalated after his first formal gym class. All the boys were required to shower afterwards, and, as James glanced at the other boy’s naked bodies, he realized he had the smallest cock in class! It did not go unnoticed. ‘Pencil-dick’ and ‘baby-balls’ became his new nicknames, in addition to ‘Fag.’  Gym class became an ordeal, with taunts, cock-waving and wet towels snapped on his ass and even at his genitals. He was lucky it was such a small target.

In his teens, James tried to act a little rebellious and decided to grow his hair long like the other boys; but he was so often mistaken for a girl - with his long hair and cute round butt - that he kept it cut short from then on. However, it was too late - the cruel boys and girls at school began calling him  ‘Jamie’ instead of James and intensified their taunts, calling him a ‘sissy’, ‘cock-sucker’ and ‘faggot’ so many times he often thought it must be true!

After graduation, he tried to pickup women and failed miserably. The one time he convinced a girl to make out with him, she felt for his penis and burst out laughing! She apologized profusely but the damage was done. He even tried a gay bar, just to see if that lifestyle ‘called to him’, but he failed at that too, being too shy to approach anyone and too embarrassed to make eye-contact. Then, he finally found a woman who accepted him as he was.  Or rather, she found him.

He met his future wife Karen at a bar one night (she kept her last name after their marriage, of course). Karen noticed him sitting alone, shyly watching the action and she took a liking to him right away, especially after she watched his extra long tongue licking the bottom of his cocktail glass! She introduced herself immediately and cajoled him into dancing with her. She took him home that night and showed him what hot, dirty sex was all about. He fell in love with the gorgeous Amazon woman that reminded him so much of his mother. And, she decided that he would do – for now. Karen had always preferred a submissive man - one that would allow her take charge without ‘male testosterone’ getting in the way.  She loved James’ submissive nature and decided that he would make the perfect husband, even with his diminutive genitalia.

Karen was definitely the dominant partner in the relationship and James loved her with all his heart.  He didn’t mind that she made the decisions in the marriage, whether it was where they lived, what they bought, or the house they lived in. It made everything easy for him - no arguments and no worries.

Sometime he felt the division of labor in the household was not evenly split – he did most of the cooking, cleaning and laundry in the house - just like his father had done - so naturally, he didn’t mind it too much. Besides, Karen worked very hard at her job and she made substantially more money than he did. She was entitled to relax when she came home; they had agreed on that long ago. James had a happy home, a good sex life and a neat, orderly life. He was content.

At 24 year of age, James was still very thin and not muscular at all. His hair was straight and sandy colored, inherited no doubt from his Scandinavian great-grandmother, much to his proud Italian family’s chagrin.

His cock was still well below average, just less than four inches hard; and weak and thin like him. His wife claimed his cock was barley over three inches. They had both measured it, but he was sure she had somehow made a mistake. He agreed his dick was not very thick, less than an inch in diameter, and his balls were small and appeared to be sucked up inside of him most of the time, as if they were embarrassed to be seen. His tiny, miniature marbles were hidden in a small, tight, wrinkled, ball sack, no larger than a walnut.

James still looked effeminate and never could grow a decent mustache or beard.  Karen was almost a foot taller than James and much stronger too. Dark haired with large breasts and a dark thick bush covering her tight pussy. She had a strong sex drive and was always horny. She often had to force James into having sex as often as she required it. “Get up here and fuck me, damn it!” she would say, making him crawl up between her legs to give her a hard fucking. He would do his best, but it was never enough to satisfy her. The size of his small dick and his premature ejaculation caused her to be constantly frustrated.

To compensate for his lack of endowment, James learned to lick pussy like a champion. The length of his tongue made up for his other shortcomings. And, with the dominant guidance from his wife, he became an expert cunt-lapper.  He could still remember her words, encouraging him and training him, time after time; “Lick me up and down my slit! Now, go deep! Swallow my juices; slurp them up before they run down my thighs! Lick my clit, hard! Now, suck my clit - NOT SO FUCKIN HARD, ASSHOLE! Lick it up, lick it deep!  Deeper… DEEPER, I SAID!” He learned from her how she liked to be serviced; when to be soft and gentle, when to be forceful, when to bring her to the edge, and when to take her over the top.  It saved his marriage. He knew he couldn’t satisfy her with his cock, so he did it with his tongue.

Karen was demanding at times, but James understood. She had a few peccadilloes – like wanting her pussy clean. She made sure to wash up after intercourse because she didn’t like cum running out of her cunt at night. When he ate her out, he had to swallow all of her juices and dared not leave a wet spot on the bed.

When they did have sex - but never often enough for Karen - they enjoyed it. Karen and James shared a kinky fantasy life, filled with sexual play-acting. Karen would always pretend to be the dominant partner, like ‘Policewoman,’ ‘Prison Guard,’ ‘Store Security,’ ‘Teacher’ or ‘Mother’. With James always assuming the submissive roles, like ‘Lawbreaking Motorist,’ ‘Innocent Prisoner,’ ‘Ashamed Shoplifter,’ ‘Cheating Student,’ or ‘Caught Masturbating Teenager.’

James’ tiny cock would get so hard when they role-played and Karen’s pussy always became soaked. They both loved it when Karen called James her ‘dirty, little boy’ or ‘nasty, sick, perverted man’; shaming James for becoming so aroused until his small cock throbbed and dripped. He grew to love her name calling; it made him feel sexy and naughty, even if she did call him by his embarrassing surname once in a while. ‘Fag’ became a pet name for him and he often called her ‘Mother.’

James couldn’t imagine his life without her; without her control, guidance, and her money!  No other woman would have sex with him, let alone marry him. They both knew it; they had discussed it many times. Karen got to be in control, and James got a wife. It worked out well for the both of them.

However, things changed suddenly for poor, little James. Out of sexual frustration, Karen had started to surf the internet for porn; rubbing her juicy, horny pussy long after James had fallen asleep (after his single, premature ejaculation). Karen quickly became enlightened! Huge cocks, anal sex and wild orgies!

There were so many things she wanted to try; she wanted to experience it all! But, she knew that her weak husband’s insecurities would never allow her to fully live out her sexual desires. She then searched for ‘submissive men’ and ‘dominating women’ to learn more about their kinky relationship - and found her answer. She just needed James to become even more submissive – submissive enough to give her the sexual freedom she required - submissive enough to become her sissy cuckold!

Karen spent a lot of time reading up on female domination, submissive cuckolds and feminization techniques. She came up with a plan, and, if her plan worked, she would have the best of both worlds – a submissive husband to cook, clean and worship her, while enjoying all the hard, fat cocks; juicy, wet pussies; and all the hot nasty sex that  she could handle!  She couldn’t wait!

One night Karen began to implement her scheme. After a typical, boring sexual encounter - James had eaten her to orgasm and then came inside of her - they lay in bed together, ready for sleep, or so he thought. He expected her to get up, wash her cunt, and get back into bed. He was usually asleep before she returned, but tonight was different.

Karen rolled over to him, snuggling against him. “James darling,” she said, “would you eat me again? I need more James. I’m still horny…”

More, he thought? She already had one orgasm tonight. And…“But… you have cum in your pussy, honey.” He looked at her puzzled.  He froze when he saw the fire igniting in her eyes.

“What! You expect me to suck your cock and swallow your cum, but your sperm is too nasty for you?” Her anger scared him. He started to object, trying to remember the last time Karen had sucked him off.

“It’s bad enough I have to put up with a two-hump-chump spewing into my hole, but then, when I beg you for more, you won’t even give me pleasure?” She began to sniffle and cry. “I need more sex, Jim, once a night isn’t doing it for me anymore! Boo hoo, boo hoo…” she cried, her hands covering her face. She left the words hanging there, knowing she hurt him.

“Don’t baby, don’t cry,” he said. He hated to see her cry knowing he let her down once again.  ‘It wouldn’t be so bad,’ he thought. He had tasted his own cum many times when he was younger (hiding the evidence from his mother). He could do this if it would make her happy. “You are right sweetheart, if eating cum is ok for you, it is ok for me too. I’m sorry….”

Karen brightened up immediately. James thought he would see more tears on her face…  ‘Must be the light,’ he assured himself.

“Oh, I’m so horny baby! Just the thought of you eating my dirty fuck- hole is turning me on!” She lay back and spread her legs, her cream pie glistening. “Is it turning you on too, honey? Do you feel nasty and sexy? I do! Oh, I can’t wait, do it now! Eat me sweetie, eat me!”

James climbed between her legs; her words spurring him on. He did feel nasty knowing what was ahead of him. He felt sexy too, knowing he was turning her on. He lived to make her happy! He would show her what a nasty little boy he could be! He dove in, quickly shoving his tongue deep into her hole!

“Aaaahhh, yes!” She cried, “Eat my dirty hole! Slurp it up, honey, slurp up your nasty cum!” She began to moan as James doubled his efforts. He tasted his spunk on his tongue and lips. He dug his face deep into her gash, gathering up his spunk and swallowing it down!

“Oh, oh, oh, you nasty cum-eater! You are going to make me cum, you dirty, dirty boy! Oh, I love it when you are dirty and nasty! It makes my pussy to wet! Oh, Jim!” Karen thrashed on the bed, exaggerating her passion, knowing her trickery would make him want to do her bidding even more. She was setting him up for their next session. She had plans for him; dirty, nasty plans! She was determined to turn him into her personal fuck-toy. But, she had to go slowly and not scare him away.

James lapped at her funky pussy, licking her folds, searching for all of his cum. He found a bit that dribbled down towards her asshole, and swallowed it too. He then attacked her clit, rubbing his face against her gash, using his whole face, tongue and lips to get her off!

“I’m cumming James, I’m cumming, you nasty boy!” she cried. “Oh fuck, I’m cuuummmmiinnng!” Karen humped her slimy pussy into his face as her orgasm consumed her! “Fuck, fuck, fuck!” she screamed as she came, knowing she was one step closer to her goal. She ground her sperm-filled pussy into her husband’s face, moaning with ecstasy. She finally went limp. “Aaaaaahhhhh!” she sighed.

James slowly stopped his manipulations. He lapped her cunt slowly as her orgasm receded.

“Thank you James,” she said. “That was wonderful, you nasty, nasty boy!”

He beamed, so proud of his accomplishment.

“Cum tastes good, don’t you think James? I like the taste, don’t you?” She sat up and batted her eyes at her husband’s slimy face.

“Yeah, it’s OK,” James agreed, licking his lips. It wasn’t great tasting, but, if it made her happy…

“It’s better than OK, right?” Karen prompted. “Cum is really, really good, isn’t it, sweetheart?”

“Yeah, sure, whatever... Cum is great!” James added, not wanting to disappoint his wife.

The next night, she took it further. After he had licked her to one orgasm, and tried to fuck her to another, he again came all too quickly. He saw the disappointment in her eyes.

“Do you want me to eat your pussy again?” he asked, hoping she would say ‘no’, but knowing she would probably say ‘yes’. Besides, eating his cum from her pussy wasn’t so bad; he had almost enjoyed it. And it sure gave her a big orgasm.

“Oh, James, would you? Thank you, I love it when you get nasty - you make me so happy!” She smiled at him, grinned and said, “Besides, you love the taste of cum, you said so!”

“Well…,” he started to say, but was interrupted.

“I know!” Karen said, “Lay down, Jim, I have an idea!”

James lay down on his back, and Karen climbed on top of him, swinging her leg over his head and straddled his face. “Now Jim, lick me, lick me clean!” she moaned, rubbing her cum soaked pussy into him for the second time in two nights.

James could barely breathe as his Amazon-like wife smothered him with her hot cunt! He felt a big gob of cum slide out of her pussy and land in his open mouth. He swirled it around with his tongue, deciding it wasn’t too bad after all, and, it made his wife so happy. He swallowed it quickly and began licking her cunt-lips, hoping she would soon rise up to give him some air!

“Oh, yes! James! This is wonderful!  I can feel your face in my pussy and your tongue is so deep into my fuck-hole!”

Karen began grinding her pussy against his face - spreading her knees even wider to force her cunt down onto him. “Ah, yes, eat me!” she cried. She slid her cum filled pussy back and forth against his mouth and face. Gravity and her cunt muscles made his spent cum drip into his hungry, slurping mouth. James gasped for air whenever his wife allowed him to.

“Don’t you love eating my cum-filled pussy, Jim?” she said. “Oh, god, I love it!”

“Mmmm-hmmmmff!” James grunted in agreement, his face smothered by her slimy cunt.

“I’m almost there, darling, almost there!” she cried. She slid her juicy lips further against his face, until her pink, puckered asshole was just above his mouth. “Oh, James, do my ass too, honey! Eat my ass-hole, you dirty, nasty boy! Tongue me sweetie, tongue my ASS-HOLE and make me CUM!”

James saw her asshole just above his mouth and heard her begging for his tongue. He knew she had showered earlier in the day. He sniffed her ass-funk and decided she was relatively clean. He knew he desperately needed to please her, and, besides, she was so close to coming after all – it wouldn’t take long! Why not? If she wanted him to be a dirty, little boy, he would do it – for her! He pushed his long tongue against her pulsating ass-hole!

“Ahhh, yes, yes, lick me, lick my ass-hole! Now push it into me baby. Ah, yesssss! Now deeper, baby! Deeper…! I said, DEEPER MOTHERFUCKER!” James shoved his long tongue up her bung as deep as he could. His wiggling tongue spread her tight hole and Karen rode his face, moaning and grunting with pleasure. He felt himself getting aroused again. Twice in a night was a rarity! “Yeah, that’s it! Eat my ass, Fag. Yeah, oh yeah!” Karen wiggled her tingling ass-hole on her husband’s face, feeing his tongue licking, prodding and poking her deep with his slippery tongue. “Now, suck my clit, get me off, you dirty ass-licking cum-sucker!” James cock lurched at her words. Karen’s juices dripped onto his face and he slurped them up. He felt her hard, fat clit against his lips and sucked it gently. She slid her crotch forward again and he saw her ass-hole above him. He attacked it once more; licking her rosebud and pushed his tongue as deep as she would allow.

“Oh fuck, lick me, you pussy-shit, lick my cunt, lick my ass, aaahhhhgggrrrrr, yes!” Karen came, grinding her crotch against his face, feeling his tongue worshiping her asshole every time she let him and gushing her slick pussy juices onto his slurping, sucking face. She shuddered to orgasm on top of him as he continued to serve her the best he could.
“Thank, you James, that was WONDERFUL!” she said afterwards. James grinned stupidly, his face glistening. He was so please that he made his woman cum so hard! He could still taste his cum and her ass in his mouth as she praised him. They slept soundly that night, with Karen cuddling her little man, wrapping an arm around him protectively.

After a weeks of conditioning, James learned to love sucking his warm cum from her hot, used cunt and licking her ass-hole. He was so proud of his abilities to please her. She often called him pet names, like ‘my nasty, little cum-guzzler’ and ‘naughty ass-muncher.’ It made him happy, hearing her call him dirty names.

It was then Karen surprised him.

“Honey, our sex has been so hot lately! You have made me feel so good, I thought we could try something new. Look what I bought!”

She opened a bag and pulled out two dildos! One was seven inches long, and thick! The other was almost ten inches long, with a huge, fat head! “I bought this harness too!” she said, holding it up and dumping the rest of the bag’s contents on the bed. Out fell a large bottle of lube,  fur lined handcuffs, nipple clamps and two butt plugs, one large, and one small (but still way thicker that his erect cock).

“What… what are they for, Honey?” James asked timidly.

“For us, silly! I thought we could add a little more ‘spice’ into our sex life! I really like how kinky you have become lately, and, our sex life is better than ever!” She winked at him. “Besides, they were on sale!” She always came home with expensive things that ‘were on sale.’

“What? How…?” he began, picking up a heavy, thick dildo. He suddenly felt very insecure about his own tiny dick. “But what will we do with them? The dildos and the harness…?” he asked.

“I want you to fuck me with them!” she smiled at him.

He looked at her and then at the big phalluses, feeling very inadequate.

“James, I want to feel a long, thick cock in my pussy.” she said sadly. “I love you, and your tongue, honey. It’s just…, I just need more ‘inside’ me sometimes. I don’t know what it is, but I’m so fucking horny all the time now. Come on, let’s do this, you want to make me happy, don’t you?”

“Yes, of course.” James looked down at the carpet, not wanting to meet her gaze. “It’s just…,”

“Would you rather I go out and fuck strange men to get what I need?” she glared at him. He jerked his head up in surprise.

“No! Never! It’s just…,” James was afraid that once Karen felt a big, hard cock in her pussy, she would never want his tiny dick again. He sighed, knowing he had to go along with her; to keep her happy.

“OK…,” he said softly.

“Oh, thank you for being a good sport, James! It will be fun, trust me!” She gave James a strong hug, nearly squeezing the breath out of him. “Hurry up, let’s get in bed! I want to try them out! You know I like it when you get kinky and nasty, lover!”

They got naked and climbed into bed.  “Get on your knees, James!” Karen said, preparing to put the dildo on him. “We better start with the small one, first!”

She put the seven inch strapon in place and fitted the harness tightly onto him. He looked at the huge cock hanging down from his crotch. His own tiny dick was hidden below the monster! He felt himself harden.

“Oh, James, what a big cock you have” she had lust in her eyes. “Lay down, I want to suck it!”

Karen began blowing the huge rubber cock.  James saw the lust in her eyes as she sucked the firm rubber dick. He imagined that it was his huge cock she was sucking.

“Do you like it baby; do you like me sucking your big cock?” Karen began swallowing all of the cock she could take. James couldn’t imagine something that big and thick could go down her throat like that! His own cock was hard and pre-cum began to ooze from his small cock-head.

Karen slurped on the fat, rubber cock for a while, and when she felt her pussy getting wet she said, “Now, fuck me, baby, fuck me with your fat cock!” She rolled over and spread her legs wide.

James crawled between her legs, his fat phallus swaying back and forth between his thin legs. He positioned the cock against her pussy, sliding it up and down her gash, finally stopping at her fuck-hole.

He slowly slid it in, surprised at how easy it was to find her hole with the big dildo; he could barely see the end of his own cock most of the times, unless he sucked in his stomach!

“Aaaah, yes,” she moaned as the cock head slipped in. “More, more! Give me your fat cock!”

James pushed the big dick slowly into her, surprised at how easily it slid in. “Aaah, yes! Yes, give it to me, stud!” He kept pushing until the large rubber balls rested against her ass. His smaller dick felt cramped and smashed against her taint. “Oh, fuck yeah! That’s what I’ve been missing!” she moaned, and repeatedly humped her cunt against him, wanting more!

“Now, fuck me, stud, fuck me good!” James looked down at his wife, her legs spread wide, her eyes closed, her head rolling from side to side as her fantasy consumed her. He began sliding the cock in and out of her wet, hot cunt.

“Oooh, yeah, fuck me. FUCK ME!” she cried. James made small motions with his hips. “Pull it way out and push it back in, James! I know you don’t know what it’s like to have a big, long cock between your legs, but fuck me with it, damn it!” she cried.

James pulled the long shaft out of his wife’s snatch until he saw the fat-cock head spreading her cunt-lips. He pushed it back in, unaccustomed to taking such long, deep strokes! He soon got the hang of it and began to fuck his wife with the huge, fat phallus.

“Oh, yeah, stud!” she groaned. “Fuck me with that big, fat, cock!”
James began sawing the thick cock in and out of her tight hole. He watched, mesmerized, as his wife rocked back and forth, loving the feeling of her cunt being stretched wide! Wider than he ever could, he knew. ‘Well, she deserved this,’ he knew. ‘She deserved to cum all over a long, thick, hard dick!’

He began thrusting harder and harder, feeling his own cock rub against the sheets and smash into her soft ass. He felt powerful, like a big dicked stud, wishing it was his cock making her feel so good!

“HARDER!” she commanded, “Fuck me HARDER!”

James fucked his wife, slamming the fat cock into her pussy, wondering how he was not hurting her.

“HARDER!” she commanded again, “Fuck the shit out of me, Fag!”

Hearing his wife’s favorite pet name for him, yelled out in the throes of passion, ignited James’ resolve. He fucked his wife as hard as he could.

“I’m cumming!” she cried. “I’m cumming on your big, fat cock! Fuck me, Fuuuck meeeee!” Karen orgasmed as James slammed the thick, rubber cock into her, feeling his own cock swelling. He began to hammer her harder and harder, until he was out of breath.
“Aaaiiieee,” she cried, cumming over and over again, feeling her cunt filled with cock as she came for the first time since their marriage. She humped against the cock as James slammed into her. She felt her clit being pulled as the hard, fat cock pulled out of her, and felt it being smashed it, as the phallus filled her up again. Karen then knew she would never settle for her husband’s tiny cock again. Her orgasm rolled over her, making her tingle in places she had never felt before. She wished the huge cock was real and was squirting a hot load of sperm into her convulsing pussy! “Aaaaah, ahhhh, unnngggghhhhhh!” she screamed.

They came together. Karen, with the large phallus fucking her, and James - her sissy husband - fantasizing about being a stud for his horny wife. His tiny dick spurted all over her ass as he heard her moaning and felt her body shaking and thrashing on the bed.

“Ahh that felt good” she said, as they caught their breath.

“Um, you made a mess on my ass, didn’t you honey? “ She asked. “Now, clean me up, and let’s go to bed, stud!”

James pulled the big cock out of her hole, undid the straps and mentally compared the huge cock to his own softening shaft. He quickly crawled between his wife’s legs to slurp up his cum. He was actually looking forward to cleaning up his splooge from her beautiful ass.

The next few nights they had fun playing with the dildos. Karen even had James fuck her with the bigger cock until she came all over it. He liked to look down at the massive dick plowing into her, amazed that her hole could take it all. It was so much bigger than his! He wished it was his cock, but he was satisfied knowing that he gave her such pleasure.

The next night though, Karen again surprised him. “James darling, it looks like you really enjoy fucking me with those big cocks! You do like it don’t you?”

“Yes,” he admitted, “I do like it. Having that big dick between my legs makes me feel, I don’t know, powerful, I guess.”

“I’d like to try that too, James.” She looked at him lustfully. “I’d like to try having that cock between my legs. Help me get it on!” She reached for the seven inch cock and had James help her strap it on. She swayed back and forth, making the big dick wave in front of him.

“Oh, this is nice!” She said. “I like it!” She looked at her submissive husband slyly.
“James…, suck it, suck my fat cock!”

“What? Suck your cock?” he looked at her incredulously.

“Come on, sweetheart, I want to know how it feels to be a big dick stud too, with my woman worshiping my cock.” She looked him in the eyes. “Do it James! Let’s play make-believe! Get on your knees and suck my dick!”

Karen pushed James to his knees and she waved the huge cock at his face.  ‘Well, it is only make believe’, he rationalized. He remembered the times they played ‘teacher and student,’ and ‘daddy and daughter.’ It might be fun to play the girl instead of the guy! Lord knows he had thought about doing it in school, after being called ‘faggot cock-sucker’ so often! He reached out his hand and grabbed the dildo just behind the fat, wide cock-head. It felt similar to grabbing his own dick, but this was much larger, of course. He stuck out his long tongue and gave the head a lick.

“Ah, yeah, baby! Lick it! You are such a nasty Fag!” Karen moaned. James smiled and began licking the cock in earnest. He licked it up and down, and then slurped his lips up and down the shaft. This was fun!

“It feels so good, slut. I love you licking my fat dick. Do you like my cock, bitch? Tell me you like my fucking cock!”

“I like your cock.” he said, knowing it would turn her on; he knew she loved to be dominant. ”You have such a fat cock, stud,” he added hesitantly, trying to get into the play-acting. After a while, he began to enjoy feeling feminine and serving her, as they acted out her fantasy. “I love your hard cock, mmmmmm” he moaned, licking his lips and tonguing the phallus.

“Yeah baby, I knew you would like my cock. Now suck it, bitch!” Karen began pushing the cock-head against his lips. James opened his mouth and she shoved it in. He began working his tongue around the head, knowing how good it would make ‘him’ feel.

The sounds of the cock sliding sloppily in and out of his mouth filled the room. Karen kept encouraging him. “Suck it good, bitch, show me what a good cock sucker you are!” James worked harder. He began sliding his hands up and down the rubber shaft and tickling the balls. Moments passed as James lost himself in the fantasy; sucking his first rubber-cock. His own dicklet began to drip pre-cum. He was so hard! This was turning him on!

”Oh yeah, you are a natural born cock sucker.” Karen looked down at her sissy husband, worshiping her rubber cock. “See if you can deep throat it. Oh, that would turn me on!”

James tried taking the cock as deep as he could, up and down, until he as chocking on it! “Well, we will have to practice again later. But, for now, don’t make me cum, slut… I have other plans for you,” she said mysteriously. James stopped sucking the cock and looked up at her quizzically.

“Turn around, slut, get on all fours. Time for you to get fucked!” It was an order, not a request. Karen reached into the bedside drawer for the lube she had purchase earlier and began greasing up the strapon.

“Karen, I don’t want...” he began.

“Shut up, James” Karen said quickly. “Don’t ruin this for me…” Then, she smiled at him. “I’ll be gentle with you, honey. Trust me, ok? You are going to like this!” she encouraged him, “Lots of men love the feeling of having their asshole stretched and their prostate massaged, OK? Do it for me, baby!”

“But...,” he stammered.

“James…” she cautioned. She stared at him sternly until he was compelled to look away. “I said, ‘Do it!’”

Knowing he had no choice, James slowly turned around and presented his naked ass to his wife. He was feeling very apprehensive but strangely excited too. He felt Karen’s sudden touch aggressively probing his tiny rosebud; making it slick with the cold, wet gel. She toyed with his ass-hole a moment, rubbing it and massaging it, until she finally slipped a slimy finger into him. “Ahhhhh!” James sighed, naturally pushing his ass backwards towards her finger. It actually felt good! No wonder she loved having his tongue wiggling up in her butt!

“That’s my nasty faggy slut!” Karen praised him. “Now, let’s get your dirty, nasty hole ready for my cock, bitch!” She looked down at her effeminate man as he swayed his ass back and forth around her fingers, as if begging to be fucked.

“Unngh,” James moaned as his wife’s slimy digit toyed with his ass-hole. She moved it in and out and around and around, gently, stretching his sphincter. It began to feel good! “Oh god!” he cried out, feeling the millions of nerves in his sphincter tingling. It did feel good! Why did he keep on doubting her?

Karen massaged his bung and slipped in another finger, slowly plunging them in and out. She slipped in a third finger and pushed them deep into her husband’s ass-hole, up to the first knuckle and then the second!

“Ow, ow! Not so fast!” James cried, wincing in pain, tightening up his hole and trying to pull away. Karen slapped his ass-cheek firmly with her bare hand.


James stood still, feeling the sting.

“Hold, still, shut up, and relax, bitch!” she ordered. “We have to loosen up your shitter or it will hurt even worse!” She squeezed more lube into her fingers and again put them into his hole, stretching him with all three fingers. James gritted his teeth and pushed back - they slipped all the way in!  She wiggled her fingers; pushing them and spreading them wide, loosening him up. He began to relax.  He arched his back and let out a long, soft moan.

“I think you are ready, you nasty slut! Oh, I’m so turned on James!” Karen said breathily, trying to sound sexy and provocative. She smiled as she looked down. James grew impatient and gave his ass a wiggle.

“Tell me you want my cock, slut.” Karen teased.

James paused. Did he really want the rubber cock up his ass? Her fingers really did feel amazing in his hole. Yes, he wanted more. He wanted to get fucked! “Oh, yeah, I want your cock, stud,” he said, trying to sound like a girl. “I want your feel your cock sliding into me!” His cock twitched, anticipating what was going to happen. He took a deep breath and tried to relax. “Fuck me, Karen; fuck me with your fat cock!”

Karen smiled. Her plan was coming together perfectly. “Face down, ass up, bitch!” she said. James quickly complied. She spread his cheeks and placed the tip of the rubber phallus against his hole and pressed slowly. James moaned as the head of the cock stretched his tight, virgin ass-hole. Karen continued to push. James’ ass-hole stretched and stretched. He pushed back, willing his ass to open wider. Then, more and more cock pushed his sphincter apart! Karen watched, fascinated. She pushed harder, the fat cock-head slipped in and his bung-hole swallowed it, wrapping around the flared ridge of the shaft and gripping it tight.

 “Aaaahhhhh,” James groaned, feeling his ass-hole stretched to its limit. He felt Karen attempting to push more of the cock into him. “Stop, stop!” James cried, “Wait a minute, wait! Please!” he begged.

Karen paused. She looked down at James’ asshole as it pulsated. The cock was so big and his ass-hole had started out so small! She waited, wiggling impatiently, not wanting to hurt him too much…, yet. She waited a bit more then slowly moved the invading cock back and forth, widening his sphincter.

“Ah, it feels better now,” he sighed. It felt good to have his ass-hole stretched he realized. “I’m OK now, but go slowly, please.” James quickly added, “Stud.” He wiggled his ass again.

Karen slowly pushed the fat cock into him, watching his hungry ass-hole swallowing it. James let out a long, sensuous moan. Inch after inch slowly slid into his anus until the big, rubber balls finally rested against his own, smaller pair.

“How does it feel, bitch?” Karen asked him, subtly training him. “Tell me how much you like having my cock in your tight little cunt.”

“Fuck, I’m so full!” James groaned, clenching his ass-hole. “It feels so fucking good, having my pussy filled with your hard cock!” he agreed, even admitting to himself how good it felt.

“I’m going to fuck you now, my little cock-whore,” Karen said. “Tell me how you love my fat cock! Say it out loud, you fucking whore!” Karen liked to hear her little sissy talk like a slut. She knew the more he said it the more he would learn to like it! She slid the cock slowly out of his ass until she saw the head peak out, and slowly pushed it back in.

His cock was hard and dripping as the rubber cock massaged his prostate. “Ah, ah, ah. It feels good! Fuck me, stud, fuck my hole!” He felt it sliding in and out as his ass gripped the fat cock. He could feel his anus being tugged and stretched with each thrust. “Unnnnghhhh! I love your fat cock!” he said loudly, knowing Karen loved to hear him act like a nasty little boy – now, he would act like a naughty, slutty, girl! “Fuck your dirty slut!” James encouraged, pushing back against the invading shaft.

Karen began to fuck him harder, watching his ass lips grip the rubber cock. “Do you like it, whore, do you like your ass fucked?  You are such a nasty, nasty whore, James. I love you!” She smirked as she said it.

Karen began fucking James’ tender ass in earnest, know he wouldn’t complain after hearing her words. She slid the cock in and out of his ass faster and faster. She reached around and grabbed his little dick, surprised at the amount of pre-com hanging off it. She smeared it all over his cock and began to jack him.

“My little slut likes getting her hole fucked, doesn’t she?”  Karen fucked him harder, and faster, gripping his dick and squeezing the head firmly. “My bitch’s little clitty is hard, isn’t it? Tell me what a nasty whore you are!”

“Ah, fuck, fuck! I AM a nasty whore! Fuck me, fuck my ass! Play with my dick!” James moaned in pleasure.

“Don’t you mean your little clitty, slut?” Karen teased, pinching James’ tiny, slippery cock-head. “Beg me to fuck your pussy and play with your little clit!”

“Unngh! Yes! Fuck my nasty pussy and play with my clit!” James nearly shouted. He couldn’t believe how good he felt! His ass was tingling and his ‘clitty’ was leaking. He began to cum, feeling like dirty, nasty female whore, getting her cunt fucked hard and her clitty massaged.

Karen felt his cock begin to swell and she begin to jerk it with two fingers. She cupped her other hand under the head to catch his sperm and keep it from staining her bed. James pumped, once, then twice as the cock continued to fuck him. Three and then four pathetic spurts shot from his tiny cock as Karen jacked his little clit. The tingling felt like it was coming from deep within him; he felt it explode over and over. The biggest orgasm of his life! His balls tightened up and his ass loosened; the rubber shaft continued to fuck him until he was spent and exhausted.

Karen slowly stopped fucking him and gave his dick one last, hard squeeze, forcing the rest of his cum from his softening dick. She pulled the fat cock from his worn asshole, and said, “Oh James, that was great! I really liked that. I know you did too!”

He felt so empty with the cock removed from his ass. He turned around and saw Karen, still kneeling on the bed, the cock swaying between her legs.

“Here,” she said, “Here is your reward for being a nasty slut,” she said, presenting her cum-filled hand to him.  “Lick it all up and don’t spill any cum on my bed!” She offered him the pool of cum in her palm. He looked at her, licking his lips in anticipation and slurped it up. “Good girl!” she praised, “My little cum-guzzler.” She smiled at him and leaned over to kiss his cheek. James beamed.

“Now James, get this shitty cock off of me, put it in the sink, and bring me a wet rag to wipe my hands. Get back here fast! I need my pussy licked! You can clean yourself up later!”

James scurried off to do what he was told. Karen decided he would be ready for the next step soon. She was very eager to expand her sexual horizons, and have her own boy-toy, ready to jump to her every need. Things were working out well, so far.

“Hurry up, James!” she yelled. “I’m waiting!” she began to whistle happily as she gently rubbed her clit.

He licked her extra good that night knowing how turned on she was! Karen praised James repeatedly, calling him ‘a good little bitch,’ and her ‘little, faggot ass-slut!’ He licked her juicy cunt with gusto as he enjoyed her affectionate name calling. James slurped her wet cunt with his ass in the air, fondly remembering the pleasure of his recent ass-fucking, knowing it would not be his last!

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James Decent into Cuckoldry 2

(MF, Anal, Cum Eating, Forced Feminization)

Summary – Karen teaches Jamie how to dress and act like a slut!

Previous Story Summary - James’ dominating wife decides to turn him into a submissive, sissy cuckold.

Note – This is a work of fiction, make-believe and fantasy. It is not based on real people or actual events. You must be of legal age to read this adult story. It is OK to have fantasies, but turning a fantasy into reality can destroy lives. Don't be a dick with other people's lives!

“James?” Karen said over dinner the next night. “I loved fucking you last night. You were right, I did feel powerful! Thank you for being my nasty, little slut.” She batted her eyes at him and smiled. “Can we do it again tonight?”

James thought about it. He did like getting his ass fucked and loved it when she jacked off his ‘clit’. “Well, I don’t know honey. I’d like to, but my ass is a little sore today.”

“Aw, poor baby. I’ll take care of your little pussy for you!  I have some special lotion that should make you ‘all better.’ I got it from my doctor, so it should be pretty strong stuff. We can fuck again tomorrow night and give your boi-cunt a little rest. Heck, tomorrow’s Saturday so we can fuck all day long if we want to!”

That night, Karen had James lie on his stomach. She took the lotion and began rubbing it into his tender ass-hole. “There, there, baby, does mommy’s fingers feel good in your tight little pussy?” She asked, and began gently pushing two fingers gently in and out of his bung.

“Yes, mommy. It does feel good.” James squirmed, wiggling his ass around her fingers, stretching his hole. He loved the feeling even though his ass was still tender. All the nerves in his tight, little shitter were tingling! Whatever was in the lotion, it felt great on his tender, ravaged hole.

“Hey! I have an idea; get up on your knees,” she ordered.  James immediately stuck his ass in the air. Karen slid her fingers in and out of his hole, and gripped his slimy cock. “Oh, your clitty is hard already, but, I think we need to save you until tomorrow so you are nice and horny for me!  We can rub some lotion on your cock and balls too.” She giggled and said, “Maybe it will make them grow!”

Karen reached into the drawer and grabbed the butt-plug. “Here, this is just what we need! It will keep your hole nice and loose so it won’t hurt as much tomorrow. Aren’t I good to you, Fag?” she asked, using her favorite pet name for her weak-willed husband, James Fagioli.

“Yes, mother,” James replied, using his favorite pet name, “But…,” James started to object, but had to stop and catch his breath as the point of the plug entered his greasy hole!

“Aaahh, oooh, aaaaahhhh!” he moaned as the thickest part of the butt-plug stretched him out. It quickly slid into place, locked in tight by his clenching muscles. It was still nice and thick at the base, and the little arms on the base of the plug kept it from falling all the way in. He liked the feeling of it resting against his ass crack.

“There!” Karen said. “We will keep that in place all night, to loosen you up!” She slapped his ass hard! “You nasty little whore!”

James sat up on the bed, inadvertently pushing the plug deeper into his ass. He wiggled back and forth, trying to get used to the feeling. “But, won’t it fall out honey? My boxers are too loose to hold it in all night.”

“Hmm, let me think…” Karen looked as if she was in deep thought. “I know!” she snapped her fingers and went to her dresser. She pulled out a pair of hot, pink panties! “I bought a few pair last week, but they are too small for me. Here, put it on!” Karen smiled happily.

James looked at her, aghast. ‘She wanted him to wear panties?’

“Go ahead, put them on!” she encouraged, shaking the panties at him. She looked as if she was puzzled by his disobedience. “There is no one here but us, for goodness sake!”

James stood up clenching his ass cheeks to keep the plug in place. He bent over and slid the panties up and over his softening cock. Karen was right, they were nice and tight and felt great against his cock! He pushed against the plug, trying to push it out and felt it caught by the tight material. It sucked right back in to his tight little ass!

“Yes, I think it will work,” he said, again wondering why he kept doubting her. She always knew the right thing to do.

“Turn around, let me see!” Karen said, trying to keep from giggling. “Oh, they look GREAT on you! I think pink is your color, Jamie!” James didn’t even flinch at being called ‘Jamie’, being so used to it growing up. “What do you think, sweetheart?” she asked.

“I like them.” He stated. “I feel kind of sexy in them!”  He felt his ‘clitty’ stiffen. He felt so sexy and naughty wearing panties with a butt-plug up his ass!

“Good! You are turning me on so much, Jamie, my little slut! “Come here and show me how much better you can deep-throat that cock. I know! We can have three-way sex! Us two girls and this big-dicked stud!“

Jamie, wearing his hot, pink panties showed his wife how much further he could take the rubber cock down his throat. He had learned to breathe thru his nose as the cock slid deeply into his mouth-hole.

“Oh, yeah, slut, that’s my nasty little faggot!” she praised. Karen and ‘Jamie’ took turns licking and sucking the fat, rubber phallus. “Suck his balls while I suck his big, fat cock, Jamie!” Karen watched her sissy husband close his eyes and make love to the rubber cock, licking and sucking the balls tenderly.

“Suck him again, Jamie, show him how deeply you can suck his hard cock!” Jamie bobbed his head on the shaft repeatedly, until the balls rested on his chin.

“Don’t make him shoot already, you greedy, cum-guzzling slut!” Karen said, pulling the cock away from her sissy, cock-sucking husband. For a moment, James curiously wondered what that would feel like – having another man’s hard cock shooting hot, thick cum into his sucking mouth.

 “Now, that we’ve gotten that stud’s cock nice and hard, help him shove it into my cunt! You can eat me while we fuck!” Karen said, scooting onto the bed and spreading her legs wide, knowing this hot, sex scene would someday happen in real life. The slutty way her husband was acting, she knew it wouldn’t be long!

James placed the wet, rubber cock against her soaking wet hole. “Hurry, put his cock in me, Jamie! Help him fuck me, slut!” James pushed the fat cock into her hairy pussy once again and began to lick her cunt.  He watched the fat shaft fucking her and then bent down to lick her cunt once more, feeling the rubber cock slide against his tongue. “Don’t forget to lick his shaft too, Jamie!” she encouraged, “And his balls!” Karen squeezed her fat breasts as her husband fucked her with the make-believe cock, licking and lapping at it like it was real.

Jamie slurped his tongue up and down the shaft, imagining that it was a real cock fucking his wife, giving her the pleasure of having a totally filled cunt, knowing it was something he never could give to her. He leaned forward and licked her clit, making himself feel useful and needed. He felt his own small clit hardening again in this satin panties.

“Oh yeah, stud, fuck me! Tickle his big balls, Jamie!” James began to get into it, cupping the rubber balls, licking them, sucking the shaft, and sucking, licking and slurping his wife’s sopping pussy. “Oh, Jamie, you divine little cock-sucker! You are going to make us cum! Fuck me stud, fuck me! Lick me Jamie, lick me!” James renewed his attack on her cunt. “I’m cumming!” Karen cried, “I’m cumming on his big, fat cock! Cum with me stud!” she screamed. “Jamie, make him cum too!”

James sucked the imaginary man’s balls, and stroked and licked his thick shaft, making the man shoot imaginary sperm into his wife’s hot cunt. “We’re cumming, Jamie! I can feel him shooting his sperm into me!” she cried.

Wave after wave washed over Karen as she pushed her cunt against James’ face. She felt the cock go deep into her, as her husband obediently fucked her. “Aahhhh! Fuck, fuck, fuck! I’m cumming! Oh, oh, oh! Yes!” Karen had a massive orgasm while James watched her writhing on the fat cock. He gently sucked up her juices as her orgasm finished, almost wishing there was a slight ‘cum’ flavor to it.

“Oh, thank you baby, that was great!  But we better get some rest,” she said, rolling over and dismissing him. “Now remember, no cummies tonight! We have to save you until tomorrow! “Goodnight, Jamie…” Karen soon fell asleep, knowing that if she kept her sissy-husband horny enough, he would do anything for her.

Jamie lay in bed, his ‘clit’ straining against the panties and the hard plug deep in his ass. He finally drifted off to sleep. In his dreams, the images of his wife getting fucked by the giant dildo changed to images of real cocks fucking his eager wife while he helped. His subconscious mind felt the anal invader while he slept, and he dreamed of getting fucked in the ass by Karen wearing the strap-on dildo, but, he noticed Karen was in front of him, help him suck someone else’s cock. In his dream, he turned around and saw at a nameless man fucking him. The dream was so real; he woke up in the middle of the night, nearly orgasming in his sleep. Becoming aware of his stretched ass-hole, he blamed the butt-plug for his dirty dreams. He clenched his ass a couple times, rolled over, adjusted his hard ‘clitty’ in his pink panties, and made himself comfortable. He fell back asleep.

The next morning, James woke to his wife rubbing his cock thru the panties and the sun streaming in thru the window. They had slept late! “Did you sleep well, slut?” she asked. “I see you didn’t cum in your panties! Now, go make us breakfast while I shower.” She added sweetly, “and Jamie? Keep the butt-plug in your ass until I leave. I have some shopping to do this morning!”

They had breakfast in silence, with James wiggling his ass uncomfortably on the chair. In the light of day, he felt a little embarrassed for acting like a female slut the last couple of nights. Now he was wearing panties! Karen would want to fuck him again tonight, he knew. The new play-acting was exciting to him, but it affected his non-existent masculinity. He liked acting like a girl, and he knew his wife loved him for taking to it so enthusiastically, but couldn’t help but think he should try to be more ‘manly’ for Karen.

“James,” Karen said, noticing that he was uncomfortable and ashamed. “Thank you so much for making all of my fantasies come true! You have been a great little trooper!” She looked him in the eyes, “I love you!”

“I love you too, dear,” he said. He did love her. He loved to make her happy.

“I love what we have been doing, honey,” she said, “I like that we are trying new things and not being scared to try them. I know you have enjoyed things too, right? Or is that lump in your panties only my imagination?” She grinned at him. He grinned back.

“Yeah,” he admitted, “it is pretty hot. It’s kind of fun to play act.” She got up and kissed him.

“OK, lover! Clean up the kitchen and then vacuum and dust the house while I’m gone. You can shower, but use that special lotion on your ass-hole again. You probably should wear the butt-plug while you clean. Oh! And the nipple clamps!” Karen opened the drawer and pulled out the nipple clamps. She gently placed them on Jamie’s nipples, admiring her handy work. The clamps were connected with a chain, and a heavy metal ball hung between them. She gave the ball a flick with her finger.

“Ouch!” Jamie cried.

“Don’t be a sissy, Jamie. They will keep you horny while you clean. Oh, there are more panties in my top drawer for after your bath – the blue ones I think. And honey?” she added, almost singing, “I’ll be buying you presents…”

James was still wondering what she was going to buy him when she opened the door to leave. “Oh, and don’t forget to wash all the toys and the bed sheets before I get back, they are all getting a little funky, you nasty slut!”

They both chuckled.

James cleaned up the kitchen and dusted and vacuumed the house. He felt the fat butt-plug in his ass every time he bent over. He wiggled his ass repeatedly; liking the feeling. The nipple clamps finally stopped hurting, and he liked the way the heavy ball made the clamps pull on his nipples. Finally, he finished cleaning and took a hot shower. It felt good to pull the plug out of his ass and the clamps off of his tits, though he kind of missed them. He washed, and while cleaning his ass crack, felt how easily his fingers slipped into his hole. He plunged them in and out a few time - to get it really clean - he told himself. He cock, or rather, his ‘little clitty’ was hard again. He was so horny! He so wanted to soap up his dick and jack a load, but his wife wouldn’t like it. He reluctantly rinsed and turned the shower off.

After drying, he walked naked in to the bedroom, took all the toys out of the drawer and gave them a good cleaning. He practiced his deep throat skills on both dildos, wanting to surprise his wife with his cock-sucking skills, and then put them back in the drawer. He spotted the lotion and remembered how good it made him feel. Must be good stuff, he thought. He squeezed out a dollop and worked it deep into his ass-ole and rubbed some onto his tiny cock and balls too. His nipples were feeling a bit sore, so he rubbed some on his breasts too.

“Aaahh, yeah,” he moaned. He felt the same tingle as before. He took the butt-plug and slowly pushed it back in. “Aaahh, fuck it feels good!” He wiggled it in place and found the blue panties in the drawer and put them on. Looking at himself in the mirror, he thought he could almost pass as a girl. He turned around, and bent over, admiring his panty covered ass! “Looking good, Jamie!” he said aloud, as he replaced the nipple clamps.

He decided that he had better get the sheets washed before his wife came home. As he stripped the bed, he could feel the butt-plug filling his ass as he stretched and pulled off the sheets. He put them in the washing machine, squatting low to wiggle around and adjust the butt-plug. He shook his invisible tits to make the ball swing and his nipples tingle. He double checked to make sure everything was clean, prancing around the house dressed only his blue panties and clamps, feeling the plug stretch his ass-hole. He felt so dirty! He even put on some soft music and danced around for a while, even doing a sexy pole-dance in the living room doorway!

“Honey, I’m home!” Karen yelled, walking the door. “The house looks great, and so do you Jamie!” she said. “I almost like the blue panties better than the pink ones!” She gave his nipple clamp a gentle tug.

James smiled demurely. Karen set down her bags, walked over to him, and gave him a hot, wet kiss. She hugged him lightly, running her hands down his panty covered ass, and felt his crack. Finding the butt-plug in place, she humped her palm against it, making him moan.

“Come to the bedroom, and see what I bought you! I’m so proud of myself; you are going to love it!”

They went to the bedroom and Karen began taking her purchases out the large bag and lying them on the bed. Out came a pair of pink crotch-less panties and a matching bra. Followed by another one in black. A pair of fishnet stockings, with garters, some make-up, and finally, a blond wig!

“Where is MY stuff?” Jamie asked, seeing the empty bag and nothing but sexy underwear on the bed.

“This IS your stuff, silly, aren’t they great? I knew you would love them! We are going to have fun tonight, my little slut!” She held up a pair of the panties. “Look, crotch-less, so your dick can be free! It’s open in the back, too, so you don’t have to take them off when I fuck you! Don’t you LOVE THEM?”

“Uh, yeah, they are great!” He tried to act excited for her, and, they were very sexy, after all. She looked at him, frowning. “I do love them,” he said, with feigned enthusiasm, not wanting to disappoint her. “Wow, thanks! I can’t wait to try them on!” He pointed at the wig and make-up. “Those are for me too?”

“Yes, Jamie, your hair is too short right now, so I got you this!” She pulled it over his head. “Wow, you look hot!” The long blond hair reached past his shoulders. “It really looks good on you, especially with your panties! I got you your own makeup too!”

“You want me to dress like a girl?”

“Of course, Jamie! I’ve been looking forward to fucking you again for two days now! Remember, your ass was too sore last night! I hope you remembered to use the special lotion, if not, too bad for you, I’m not waiting another day!” she told him sternly.

“Yes, I used it, it makes my hole tingle. I used it on my nipples too because the clamps hurt them a little bit.”

“It is supposed to. Now, I want you to be my perfect slutty girl tonight, OK? For me, Jamie?”

“Ok, sweetheart,” he said. “I’ll be a slutty little bitch for you.” He suddenly began to look forward to the night!

“Thank you Fag!” she said. Now, I want you to look like a proper whore, so I can fuck you like a proper big-dicked stud! Come with me!” She led him into the bathroom and turned on the water. “First, you need a nice hot bath to get you ready for your ‘date’. Get naked, clean your butt-plug, and climb in. Make sure the water is nice and hot, and use a lot of bubble bath.  Relax and think about the good fucking you are going to get! I’ll be back later,” she added.

James pulled out his plug and gave it a good washing. He climbed into the tub, feeling the hot water sooth his tender ass-hole. He leaned back, and relaxed. ‘Mmmm, this is pretty nice!’ he thought. ‘Women have it made!’ He gave himself a good soak and washing, paying special attention to his ass. He pushed in a finger, thinking about the fantastic fucking it would get tonight!

Karen came in after awhile with another bag. She pulled out a razor and soap. “I bought you more presents! Now, stand up, and let’s get you shaved!”

“Shaved too? Are you sure, Karen?” he said, “I’m not…”

“Stand up, I said!” Karen wasn’t taking any guff from him. “Don’t mess this up for me, Jamie! I want you to look like a proper woman. You can’t be a woman and have all that hair, can you?”

“No, I guess not,” he agreed, standing up with his head hanging down.

“It will grow back, silly. Besides, you don’t have much anyway. No one will notice! Now, I want your legs cleaned first and then your nasty arm pits.” She took the soap, applied it to his legs, and watched while he clumsily shaved. “Don’t nick yourself! Make it nice and smooth for your stud! Here, do your pits now.” He applied the soap to his arm pits and slowly shaved them clean.

“Now, let me look! Hand me the razor. He handed her the razor and turned slowly around. “Put your leg up here again, you missed a spot.” Jamie put his smooth leg up on the tub and Karen soon made sure he was smooth everywhere. “It is a good thing you don’t have any chest hair or back hair isn’t it!”

“Yes, it is,” he said meekly, feeling very feminine already.

“I think your arms are ok as they are, since you have less hair than I do! Now, time for your pussy!  Bring your little clit over here!” He moved to the edge of the tub. “I’ll do it this time!” she said. Karen applied some soap to his crotch and began shaving off his pubes! James knew better than to argue, especially since she held his tiny dick in one hand and a razor in the other! Karen picked up his hardening clit and moved it left and right as she shaved him clean. Then, she removed the thin, remaining hair on his small ball sack. “OK, now bend over and let’s check your ass for any wild hairs!” He bent over; spreading his ass-cheeks wide. His loosened ass-hole winked at her. “Nope, all clean! You have less hair on your ass than I do! Now rinse off! And, Jamie, one more thing…” She pulled out an enema bag.

“Now, I need you to get your ass cleaned out! I don’t want any shit on my cock, understand!” She filled up the bag with hot water, hung it on the shower curtain and gave him a direct order. “Shove this end in your ass, open the catch, and get yourself clean for me. Use two bags if you need to! I want you clean, got it?”

“Yes dear,” he said. It made sense. If he was going to get fucked, he needed his asshole cleaned up. He ended up using the second bag. His cock was hard the entire time.

When he finished, he dried off and walked naked into her sitting room. She had his clothes laid out for him, and his new makeup and wig by the chair, in front of the mirror.

“First, some body lotion, so you feel soft and sexy!” he applied the lotion to his legs, chest, crotch and ass, as she instructed.

“Now, sit down and watch me put on your make up. And, pay attention, you need to learn to do this by yourself!” That meant he would be dressing like a girl again, he knew. Karen applied foundation, shading and eye makeup, lengthening his lashes and adding some color to his eyelids, then put some blush on his cheeks. He amazed as he watch the transformation! He was hot!

“Now, what color lipstick? Slutty-Red or Tramp-Pink?” She held the two lipsticks up for his consideration.

“I like the slutty-red,” he said, his voice unintentionally a little softer and higher than before.

“OK, Jamie, ‘slutty-red’, for my ‘slutty-faggot-hoe’! Pucker up for me, bitch!”

Jamie puckered his lips and she applied the bright red-lipstick. Wow, he really did look like a slut, a hot, sexy, good looking slut!

“Now the wig!” Karen turned him around and put on the wig, tucking his hair up under it, and then brushing it out. “Don’t look yet, now the clothes! Put these on!” She handed him the fishnet stocking and garter, helping him get them in place. “Now the panties and bra!” She gave him the black, crotchless panties. He pulled them up, and she helped him pull his hard, tiny cock thru the hole. He could feel the breeze on his ass, because of the wide opening in back.”Let me help you with the bra!” Karen put the bra on him, tightening the straps. “I bought more presents…” She sang. She pulled out a large set of ‘falsies’ and tucked them into his bra, giving him instant cleavage. He reached up and gave them a squeeze. “They feel like the real thing!” he exclaimed.

“They will do, for now…” she said. ‘For now?’ He thought that was a strange thing to say, but he didn’t get to dwell on it for long.

“Step into these!” Karen was holding pair of black heels. “Aren’t they to die for!” she squealed. Jamie stepped into the shoes and his transformation was complete. “Take a look at yourself, Jamie!” Karen said, looking at him and silently admiring her handiwork. ‘I knew it!’ she thought ‘I knew he could look like a hot sissy-chick!’

Jamie walked unsteadily to the full length mirror, not recognizing the hot young woman before him. “Oh!” was all he said. Before him was a gorgeous gal, with beautiful hair and makeup. Long legs incased in fishnet stocking with garters holding them in place just below his crotch. Her breasts were large and full and he couldn’t stop touching them! The only thing that gave it away was his stiff little clit, poking out of his crotch-less panties. He turned around and admired himself. The high heels made his ass look amazing!

“Oh, Karen, what have you done to me?” he said, breathlessly.

Karen watched her husband. He admired himself in the mirror, smiling broadly. “I fucking love it!” he squeeled.

“OK, slut, quit staring at your ass and go get ready for me. I’ll be in the bedroom in just a bit.”

Jamie rushed to the bedroom, his high heels clicking on the hardwood floor, his ass wiggling. He lay down on the bed and posed provocatively, waiting for his lover to arrive.

After a few minutes, Karen opened the door; she was dressed in slacks and shirt, her hair brushed back like a man’s and a thin, fake mustache on her upper lip. She strutted to the bed pushing her crotch towards Jamie.

“Hi, I’m Ken,” She said. Karen sounded and looked like a man. Jamie was strangely excited; his ‘clitty’ began to throb. “You look hot tonight, Jamie. Are you ready for some fun?”

“Yes...Ken,” he said haltingly. “I’m ready for whatever you want.” And, he was!

“Pull it out bitch. Pull out my hard cock and see what you’ve done to me.” ‘Ken’ ordered.

Jamie lowered his glance to her crotch. He saw the outline of a cock. He reached over and fumbled with the zipper and clasp. He felt so sexy, so feminine. He reached in and grabbed the rubber cock, pulling it out, as it bounced before him.

“Suck it bitch, suck my fat cock!” Karen told him. “Don’t mess up your lipstick!” She reached down and squeezed his fake tit. “Ahh, nice fucking tits, slut.”

Jamie began working on the cock, licking and sucking it. He began to deep throat it, showing ‘Ken’ what a good cocksucker he was!

“Ah, you have been practicing, bitch!” Karen watched him take the long rubber cock all the way into his throat. “Good girl!”

Jamie was so pleased. He had practiced for nearly an hour until he learned to take it all without gagging. He was very proud of himself!

Karen began fucking his face, sawing the rubber cock back and forth. “Take it bitch! Take all of my cock!” She watched her cute sissy husband being face-fucked. She wished it was a real cock, but, that will come later, she knew.

“Enough, slut! Get my cock lubed up, I’m going to fuck you now.”

Jamie greased up the strapon, and spread the rest in and around his asshole. “I’m ready Ken. I’m ready for you to fuck me with your fat cock!” Jamie couldn’t wait to again feel the cock filling up his hole again!

“Get on your back, whore; I want to see your face while I fuck you.” Karen removed her clothes. She then grabbed his pillow and placed it under his ass. She looked down at the little faggot slut she had created. Hair, makeup, bra, stocking, panties, and, he  was smiling, loving it! She had known he would. She was in complete control and nearly had his training complete!

Karen pressed the cock against his boi-pussy and pushed it slowly, all the way in, until the rubber balls rested against his ass. “Aaaahh, aaahhh, oooh!” Jamie moaned, feeling his hole suddenly stretch to his limit. The big cock filled him. Thank goodness the butt-plug had kept him loosened up, he thought. He will have to wear it more often!

‘Ken’ pulled his long, fat cock out of his slut’s cunt and pushed it back in, then again and again. Jamie felt the cock sliding in and out of his ass, loving it! “Oh, yeah, Ken, fuck me, fuck my pussy with your big, hard, fucking dick!”

“Do you like my cock in your hole, sissy?” she asked. “Tell me how much you like it, slut! Are you my cock-sucking, nasty little faggot bitch?”

“Ah, ah, ah, yes, yes, yes!” he moaned as the cock continued to assault him. “I like your cock in my sissy-hole! I’m your nasty, faggot, bitch, Ken!” James cried. “Oh, yes, I’m a your dirty faggot cock-sucker, lover!” James remembered all the times he was called a faggot-cock-sucker in school. And wondered why he ever denied it?

“Here, faggot, suck on this while I fuck you!” Karen handed him the large, ten inch dildo. “Let’s see you deep throat this one!”

Jamie went to work sucking the big dildo, opening his mouth wide to engulf the wide, fat head! “Mmmmphh,” he moaned, as he shoved the cock down his sissy mouth-hole as deeply as he could! The hard cock fucked his ass, he fucked his mouth with the other one.

“I think I’ll fuck you with that one next time...” she said. Jamie couldn’t imagine that monster fitting in his ass-hole. “Play with your clitty, slut. Make yourself cum while I fuck you, slut!”

Jamie reached down and felt his throbbing little cock. A pool of pre-cum lay below the head. He rubbed the slime it all over his dicklet; jacking off as he was getting fucked while sucking on the huge rubber cock.

“I’m cumming, I’m cumming!” he groaned as Karen began fucking him harder. Jamie worked his clit and shoved the fat dildo down his throat, almost to the base! Spurt, spurt, spurt! His clitty spasmed and his orgasm rolled over him. He felt so feminine, coming all over a hard cock in his boi-pussy! “Ah, ah, fuck me! Fuck me!” Karen slammed his ass hard, as the last wave washed over him. She looked down at the little sissy slut she had made.

“Hand me the cock, Jamie…” Jamie pulled the dick from his mouth and gave it to her. Karen took the fat head and rubbed it in his cum. She then put it to his mouth. “Eat my cum, faggot.” Jamie slurped it up. She gathered more and watched Jamie suck it clean. She did it again and agian until his belly was clean.

She unceremoniously pulled the cock from his ass  pushed it into his face. “Clean me off, bitch!” she said. Jamie hesitated, looking at the cock that was just in his ass. “I said clean it off! It’s no different than licking my ass and your hole was clean, right?”

“Yes, Kar… Ken.” Jamie knew she was right. Why does he continue to argue with her? He tentatively licked the smelly shaft and then began to suck the cock clean. Karen undid the strapon and climbed on him, pressing her wet pussy onto his face. She looked down at his girly figure and small dick.

“Eat me, bitch, tongue my ass-hole.” James went to work on her, pushing his tongue up her ass and tasting her funk. He licked and slurped her juices as she rode his face. After a while, she saw his little dick getting hard again. She leaned forward and began to play with it, feeling it grow stiff.

“You are in for a treat tonight, Jamie,” she said. “I want you to fuck my ass!” She too liked her little hole fucked, though she had never let him before.

Jamie was shocked! His dick stiffened. “With this?” he asked, reaching for the strapon.

“No, silly, with your clitty! That cock is too big for me! Maybe another time, after I let your dicklet stretch me out a bit. She got up on all fours. “Eat my asshole for a while and then lube me up!” Karen wiggled her ass at him. James dove in, spreading her cheeks and tonguing her ass, pushing in as deep as he could. After a few minutes, Karen ordered him to fuck her!

James positioned his cock against her greasy hole and pushed it in. There was hardly any resistance because his cock was thin and his wider tongue had loosened her up. “Oh, you are so tight!” he cried. He began fucking her with short strokes. Karen reached down and began rubbing her pussy. She could feel his small cock sliding in and out of her ass-hole. It wasn’t as big as she liked, but it was giving her a good feeling as she massaged her clit.

“Oh, oh, fuck! I’m going to cum again!” he exclaimed before long. The excitement of fucking his wife’s asshole was too intense to ignore. It was what Karen had expected, but it was ok, as it put her plans one more step towards completion. After he splooged, pumping his thin sperm into her anus, she put her head on the pillow, stuck her ass up high, and said, “Clean me up now, Jamie.” She smiled, thinking of him slurping his own cum from her ass-hole. “I want you to get all of your nasty cummies out of me.”

She began to rub herself harder as James pulled out and immediately began tonguing her ass-hole cream pie! She rubbed herself with both hands as he reamed her ass with his tongue! “Get the cum out of my ass-hole, you butt-faggot!” she moaned. “Oh, shit, you nasty little cum-guzzler!” Karen said. “You love slurping up cum, don’t you, Jamie? Suck it, suck the cum from my ass!” She felt her husband put his lips to her shit-hole and suck. She rubbed herself harder, enjoying his degradation. She gave herself a massive orgasm while pushing his slimy cum out of her ass and into his mouth!

“Oh, shit! You nasty fuck! You dirty, nasty cum-sucker! You cock-sucking queer! You ass-fuck! You sissy-shit-ass-muncher! Oh! I’m coming!” through her delirium, she remembered to moan, “I love you Jamie, you fag, you slut, you nasty, little bitch!”

Jamie was a mess; Karen’s juices smeared his makeup and lipstick. He looked like a cheap whore after an all night orgy. “Go clean up our toys and then yourself, Jamie,” she ordered.

When he returned, Karen continued, “I liked how it felt when you fucked my ass, so I’m going to use the small butt-plug to get my ass ready for something bigger. You can start using the big plug, my little ass-slut.” She smiled at him and handed him plug. It was long, thick and heavy in his hands.

“Get it inside of you and come to bed,“ she ordered. Karen rolled over and smiled as her husband struggled with the large plug. She listened with enjoyment as he and grunted and groaned, trying to maneuver the huge butt-plug into his sore, stretched ass. She heard him snap his panties in place before climbing into bed, groaning softly and then giving a long, satisfied sigh.

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Offline UndeniableUrges

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James Decent into Cuckoldry 3 (MF, MFF, Pegging, Spanking, Anal, Cum Eating, Forced Feminization)

Summary – Jamie’s submissive training continues. Karen invites a friend over to play.

Note – This is a work of fiction, make-believe and fantasy. It is not based on real people or actual events. You must be of legal age to read this adult story. It is OK to have fantasies, but turning a fantasy into reality can destroy lives. Don't be a dick with other people's lives!

James Fagioli woke up the next morning after a long, blissful sleep, stretching his arms and arching his back. He immediately felt the huge butt-plug firmly lodged up his ass.

He fondly remembered dressing like a girl for the kinky role-play sex he had with his dominating wife Karen last night, or, should he call her ‘Ken?’ Jamie smiled, thinking about it. He got out of bed and walked slowly into the bathroom to relieve himself. He sat down on the toilet to pee, since Karen had decided she was tired of him spraying his urine everywhere and leaving the toilet seat up. He didn’t mind so much. It made perfect sense.  He pulled up his panties and went into the kitchen to make breakfast. Karen always insisted on pancakes Sunday morning. Jamie considered removing the huge butt-plug from his ass as he waddled about, but knew he should ask for permission first.

Karen woke to the smell of coffee and pancakes and knew her little sissy-slut was already hard at work this morning. She walked into the kitchen and gave Jamie a hard, playful swat on the ass, feeling the butt-plug securely in place. She smiled at him.

“How is my little ass-slut today?” she asked.

Jamie turned and kissed his wife. “I’m fine, sweetheart,” he said. “I heard you getting up. I have your coffee made and your pancakes will be ready soon.”

Karen sat down at the table and James handed her coffee. He noticed how she was watching him with a sleepy smile on her face. Seeing how his wife was happy, he shyly asked her, “Uh, can I take out the butt-plug now, Karen?” he tugged at it. “It’s so big and it has been inside me all night and all morning too.”

“After breakfast,” she grunted, putting her head down and slurping her coffee.

Karen watched her sissy-husband finish cooking her breakfast, grinning evilly every time he winced or wiggled his uncomfortable ass. He served her and watched her eat a moment, making sure she was satisfied with her meal before fixing his own pancake.

When he was about to sit down to eat, she pulled him to her and tugged on his butt-plug. “You were a perfect sissy-slut for me last night Jamie,” she said. “I love you so much for that, so I’m going to give you a reward!” She pulled down his baby-blue panties and began to stroke his stiffening dick while tugging on the huge butt-plug. “I’m going to suck your tiny little clitty for you, Jamie,” she said.

James watched excitedly as she brought her mouth to his small cock. She quickly sucked it into her mouth.

“Ohhhh, Karen!” he groaned. She hadn’t sucked his cock for a long, long time. She efficiently licked and slurped his tiny dick, making him feel wonderful. Her warm, wet mouth teased his hard little throbbing clit.

“Tell me when you are about to cum, Fag,” she said, using her pet name for him. She sucked on his cock for a few more seconds before he began to squirm.

“Now!” he said, excitedly, feeling the tingling in his tiny nut sack.

Karen quickly took her mouth off of his cock and stroked him softy and gently with two fingers. She reached over and slid his plate of warm pancakes under his tiny pecker. He began to spew his load immediately.

“Ohhhh!” he grunted as Karen deftly aimed his spurting cock at his breakfast, covering his hot pancakes with his warm ejaculate. She squeezed the last few drops on his food and shook his small cock until the last glob plopped onto his plate. She then took her slimy fingers and wiped them on his lips. He licked up the smeared sperm immediately.

“What do you say my little cum-guzzler?” she prodded.

“Thank you, mommy,” Jamie said, grateful for the blow-job, but apprehensive about his ruined breakfast.

“Good girl!” Karen said. She poured some sticky syrup onto his pancakes, cut off a particularly gooey and well cum-covered piece and guided the bite to his mouth. “Open,” she commanded.

Jamie whined out loud just a bit but opened his mouth wide. He quickly chewed and swallowed the savory bite. He could taste his cum mixed in with the sweet syrup and crunchy, sweet bread.

“Oh, quit acting like you don’t love it, Jamie,” Karen scolded him. “I know how much you love cum. Hell, you beg me to eat it all the time, and, there is nothing wrong with it at all! I think it is very sexy…,” She fed him another piece, smiling down at him. “You know how much it turns me on,” she said.

Jamie wanted to tell her that he only said he likes cum because she wants him to; but decided against it. Besides, he really did enjoy eating his own sperm now and looked forward to slurping up his slimy loads.

“Now, apologize for acting up,” she said.

“I’m sorry,” Jamie said quickly.

“Sorry for…?” she said, drawing out her voice and expecting an answer. She held another sperm covered bite out in front of him, teasing him with it.

Jamie thought about it and then glanced down at his cum-covered breakfast. “I’m sorry I pretended I didn’t love cum,” he answered sheepishly. He opened his mouth and said, “Aaaaaaahhhhh,” waiting for another bite.

“Good!” Karen smiled and fed him more of his spermy meal. “Now, I’m going to take a shower. Hurry and eat up your cummies and come wash my back and my hair. I’ll be waiting for you.”

“Yes dear,” he said, and began to wolf down his slimy, tainted, but still delicious breakfast, before hurrying to attend to his loving wife. 

Karen allowed him to remove his butt-plug. He dropped it into the sink, kicked his panties into the corner and stepped into the shower with his wife. James dutifully washed her long black hair and scrubbed her soft, smooth back. She even allowed him to wash her gently in all the hard to reach, fragrant, dirty places. He couldn’t help but poke her in the ass with his stiff clitty as he reached around her to soap her armpits and large breasts.

“Get that nasty thing away from me. Now!” she said sternly, not wanting her clean ass smeared with his dirty pre-cum.

“Yes mommy,” he said sadly, pulling his hard clit away from her soft ass.

“I’ve decided I don’t like being called ‘mommy’ anymore. Call me ‘Mistress,’ from now on, Fag.”

“Yes, Mistress,” he said, thinking Karen was just playing another role-play game with him. His cock throbbed as he rinsed her gorgeous, god-like body clean with the shower wand. He liked that name, ‘Mistress,’ it still sounded like ‘mommy’ but much more respectful!

“You know, Jamie, I think it is more than a coincidence that your last name is ‘Fag’ and you like sucking rubber cocks, eating cum and getting fucked in the ass.” She had her back to James. He watched the warm water cascade down her back, over her round ass and dripped in long streams from her ass-crack.

“You do?” he said, feeling his little pecker throb. Oh, shit, she knew! He always wondered if he was a faggot, and lately, he had decided that he must be a faggot! He did like sucking cock and eating cum! Oh shit! He was a faggot!

“Yes. I think you are a closet homosexual.” She turned around and looked at her sissy-husband. Karen noticed his hard pecker and reached down to stroke it. “What do you think, Jamie? Do you think, just maybe, that you might be a faggot?”

“Uh,” he stammered, “I don’t know… maybe… a little. But, I like girls a lot too!” he quickly added.

“Yes, you do, you poor, confused boy.” Karen toyed with this throbbing cock. “Mistress will help you figure it out,” she said and then added derisively, “Faggot.”

“Thank you Mistress,” James replied his head down, turning red from embarrassment.

“Now, shave my legs and trim my pussy for me,” she said. “And, you better not nick me!”

“Yes, Mistress,” he said excitingly as he tended to his wife’s needs. He lovingly shaved her legs and trimmed her beautiful cunt-hair very short.

“Shave my pussy lips too, but leave me a pretty landing strip just above my cunt.” Seeing James’ hands begin to shake, she wretched the razor from him and finished the job herself.

“Can I lick it for you?” he asked, wanting to feel her naked lips on his.

“Maybe later, faggot,” she said, “Now dry me off.”

James scrubbed her dry with the soft, fluffy towel.

“Anything else, Mistress,” he asked hopefully.

“Get the small butt-plug ready for me. I want to try it out while I go out shopping.”

“Yes, Mistress! Immediately!” James said. He quickly ran to get the smaller butt-plug and lube. His wife bent over the bathroom sink and James gently slicked up her ass-hole. He then slowly pushed the plug into her tight, beautiful ass. “Not so fast, faggot!” Karen said, wincing with pain. She then scolded him, “That thing is a lot bigger than your tiny little dick, so take it easy!”

James knew it was true. As his wife’s ass swallowed the plug, he wondered if he would ever be allowed to fuck her dainty ass-hole again.

“Aaaahhhh!” she sighed, wiggling her butt. “That feels nice!”

“I know,” James quickly agreed

“Do you want help with yours, Jamie?” Karen sweetly asked him.

“Yes, please!” Jamie bent over anticipating a slow, gentle ass-teasing, but Karen quickly and forcibly shoved the huge butt-plug back into his still gaping ass-hole.

“Owwie-ow-ow!” Jamie cried, “You didn’t put any lube on it!”

“It was still slimy from your nasty faggot ass, so shut the fuck up and quit being a sissy about everything!” Karen fumed.

James apologized and helped Karen get ready for her day of shopping. He polished her finger nails and toe nails, brushed her hair and helped her get dressed. Karen had James practice putting on make-up as they made themselves pretty.

Karen helped her husband pick out a nice pair of bright red panties and was about to apply his nipple clamps when James commented that his nipples seemed a bit swollen and tender lately.

“Hmmmm, maybe we can skip the nipple clamps for today then. Put this on instead.” Karen tossed him a matching bra and told him to wear it while she was out. “You look so pretty, Jamie!” Karen praised as he admired his girlish form in the mirror.

“Make sure the laundry is done and change the bed sheets again,” she told him as she headed out the door. “If your ass and titties hurt, don’t forget to apply some more lotion. I want no excuses if I decide to fuck you again later.

“OK, Karen” he said, resigned to his fate. He looked down at his straining clitty and the wet spot on his pretty panties.

“What did you say?” she asked sternly, staring at him with raised eyebrows.

“Uh, I mean, yes Mistress!” James quickly corrected himself.

“That’s better, Jamie,” Karen said sweetly, “I’ll be home later. Have lunch ready for me at one o’clock, love you!”

“Yes, Mistress.”

James did his chores wearing his red panties and bra. He was finally getting used to the huge butt-plug and even tried to do his chores wearing the high-heels shoes his loving wife had bought him. He practiced deep throating his rubber cocks while he rested and watched TV, before getting up to prepare his Mistress’ lunch. When Karen came home she praised him for wearing the heels, telling him how nice they made his legs and ass look.

That night, Karen aggressively fucked his tender ass with the seven inch dildo. He was again dressed like a slutty whore. She noticed how her husband’s ass-hole had loosened up and knew he would soon be ready for the ten-inch monster cock. As she fucked him, his hard clitty bouncing and dripping pre-cum, she said to him, “Oh, lover, do you know what would turn me on?”

“What?” Jamie grunted, knowing it would be something dirty, nasty and most likely humiliating for him. He waited, anticipating her words, his clit twitching.

“I want to see you take a load on your slutty, faggot face!” She said breathlessly. “Would you do that for your Mistress?” She looked down at her husband with his spread legs and little dick hard and leaking as she fucked his ass.

Jamie nodded imperceptible, feeling slutty, horny and gay.  Without pulling her cock from his well-fucked ass-hole, Karen easily rose up while bending her slender husband over, until his hard little cock was positioned above his made-up, whorish face. She plunged the dildo in his ass again and began to wank him.

“Ooooh, do it, Jamie! Let me see you take a hot load!” Karen encouraged. “Beg for it Jamie, you are making me so hot!” she lied.

“Unggh,” Jamie grunted, his ass full of hard, rubber cock. He looked up at his sexy wife and his dripping cock.  “Give me your cum, stud!” he groaned. “I want your hot, fucking load on my face!” Jamie opened his mouth and wiggled his tongue, almost wishing there was a huge, hard, throbbing cock above him instead of his small, slimy clitty.

“Oh, Jamie!” Karen moaned. “I’m going to cum!” She began to moan and grunt as she fucked her husband’s sissy-ass.

“Me too!” Jamie moaned and began to squeal like a little girl. “Eeeeiii-eeee-eeeiiii!”

“Shoot it, Jamie, shoot it!” Karen moaned. She jacked his tiny dick, aiming it at his opened mouth. The first shot landed across his eye and cheek, making him flinch.

Jamie’s prostate pulsed, sending another blast surging up from his balls until it forcefully splattered against his lips and tongue.

Karen watched her trained cum-slut anticipate the next spurt and smiled as he was rewarded with another blast landing on his forehead. Jamie bent his head backwards so he could catch the next shot. It landed in his mouth in a long, thick stream and he savored his success, closing his eyes and smacking his lips.

Karen squeezed the last few drips on to his face. “Oh, that was so hot!” she said. “We have to do that more often!” She unceremoniously pulled the cock from his ass, tossed it on the floor and ordered him to eat her cunt.

Jamie obediently crawled between her legs, smearing the cum from his face onto her cunt and slurping it up. He couldn’t help but smack his lips and exclaim “Aaaaahhh!”

“What a good little cum-slut, you are!” Karen said, as Jamie proceeded to lick her to two separate orgasms. Satisfied, she rolled over and went to sleep, leaving Jamie to clean up the mess.

The two made love every night with Karen encouraging her husband and subtly training him to love the feeling of a hard cock pounding his ass, warm sperm blasting into his mouth, and the unique, exquisite taste of male sperm and pussy juice; eaten straight from his wife’s freshly fucked hole. Karen had insisted she take some pictures and videos of him dressed like a slut, taking a dildo up his ass, begging for cock and cum and especially his cum covered, eager sissy face. She told him that she wanted to look at them when she was bored at work. He was happy to please, and posed for her joyfully,  but begged she keep the pictures private. She promised she would.

He was so eager to act like a cum-slut for his wife he was a little disappointed when Karen told him that she was going out Friday night.

“But, you promised we could try the ten-incher tonight!” he whined.

“I can’t say no to her, Jamie,” Karen told him. “Becky is only in town for the weekend, and I haven’t seen her in such a long time!” Becky was Karen’s college roommate. “I’ll only be a little late. One drink, I promise! Well, maybe two, and that’s it!” she said. “But, don’t wait up for me!”

Jamie pouted most of the night. He was almost ready for bed when the phone rang. Karen was drunk.

“Do you want me to come pick you up?” he asked, hearing Karen and her friend laughing and having fun.

“No, thash OK, my little slut!” Karen giggled. “We are already in Becky’s bed…, I mean in her hotel room,” she slurred, “and are all comfy and cozy!“

Jamie thought he heard a high pitch squeal and then the phone became muffled. “You vixen!” he thought he heard, and then more giggling.

“Is everything OK?” Jamie asked, “You sound a little funny, Karen.” He was concerned that his wife was having a little too much fun with her college friend.

“I…, uh…, mmmm…, ooooohhhh! … I think I’m coming… (uhh!)…down…, on something. I mean coming with something! (Ohh!) I mean Becky is going down… I mean, she’s got it too! Shit!  I mean I’m cumming with… her… (Unggh!) Oh, never mind! Fuck it, I gotta go.” Karen slurred, squealed once more, laughed uncontrollably, and then hung up.

The next morning, a hung-over Karen walked in the door, looking a bit disheveled. Jamie followed her into the bedroom, bitching about her night out. Karen quickly began to strip for a shower and Jamie noticed what looked like scratches on her thighs and breasts. He also noticed what appeared to be a large purple and blue bruise on her inner thigh.

“Did you two have sex or something?” he demanded of his wife.

“Don’t be silly,” Karen replied, a little irritated. “We, uh, just had a tickle fight. We were a little drunk.”

“Oh, OK,” Jamie said, tapping his foot but still looking for a fight.

“Karen, where as my regular underwear?” he asked.

“I threw them out,” she replied casually, dropping her stained panties onto the floor.

“You threw them out!” he whined, throwing up his hands. He was so angry at her! “How dare you….” he began, but quickly realized his error. His wife glared at him, making him freeze in panic.

“Jamie Fag-o-li!” Karen screamed, “I come home tired and sore, and you start accusing me of having sex with my best friend?” Jamie looked at the ground, hoping her anger would quickly dissipate. But she continued. He had crossed the line this time!

“I’m sorry!” he said, recognizing his danger and beginning to shake uncontrollably. “Mistress, I’m sorry!” he added, pleading with her, his eyes begging for forgiveness.

“I spend my hard earned money to buy you pretty underwear to make you look pretty and sexy, and you dare to get angry at me for throwing out your old ratty boxers?” Karen screamed.

“I said I’m sorry!” he nearly shouted. He had not seen her this angry for a long, long time.

“Not good enough!” she yelled. She grabbed his arm and pulled him after her, her breasts swaying violently as she led her smaller husband across the bedroom. She quickly grabbed her hair-brush and sat on the edge of the bed. Jamie looked at her terrified and tried to get away. The two struggled a moment, but Karen easily forced him over and onto her lap. She pulled down his shorts and pretty panties with one hand. James tried to push himself up.  She stopped him by giving his naked ass a firm swat with the back of her hair-brush.


“Owwww-wow-wowzie!” Jamie cried and tried to wiggle away, but his wife was too strong for him.


“Ow! No, don’t!” He started to cover his naked ass with his hands, but knew it would only make things worse.


“Take it like a man, Jamie!” Karen warned him, “Or else I’ll walk out of this door and you will never see me again…” He quickly put his hands down.


“Don’t you EVER talk back to me again!” she screamed.


“And, after all I’ve done for you, you ungrateful little sissy faggot!”


Jamie began to sniffle and cry and sob uncontrollably. He was ungrateful! She did so much for him and always tried to make him happy. He realized it now and it made him very, very sad and ashamed. He never should have talked back to her!


“Say you’re sorry, cunt!” Karen sneered, watching his ass turn a bright shade of red.


“I’m sorry!” he sobbed.


“Just ‘I’m sorry,’ bitch?”


“I’m sorry…, Mistress!” he yelled triumphantly, “I’m so sorry Mistress!”


“Tell me it will never happen again!”


“It will never happen again, I swear it!” he cried, clenching his ass cheeks together.


“What will never happen again?”


“I’ll never talk back to you!” he sobbed. “I’ll do whatever you say!” he sniffed. “I like the panties you bought for me!” he told her, babbling any words to make her stop spanking his ass. “I’m sorry I said such stupid things about you and Becky! I LOVE YOU KAREN, I’m just so jealous and I don’t want you to ever leave me! I’ll do anything you say, Mistress!”


The last three whacks seemed to be aimed at his diminutive little balls. They stung painfully, making Jamie feel like his little nuts were on fire! His hard, little, leaking clit almost spermed upon his Mistress’ naked, sexy legs.

“Good,” Karen said, and pushed him off of her. She noticed his erect, leaking clitty as he lay on the floor sobbing like a baby. She gave her hair a toss and went into the bathroom, slamming the door behind her. Jamie sniffed and rubbed his sore, red ass.

Karen found him in the living room looking sad, eating ice cream and watching TV. He looked so forlorn and pitiful. “I’m sorry I had to punish you, Jamie,” she said.

“I know,” he sniffed.

“I was tired and hung-over, and I don’t need that shit, OK?”

“OK,” he said, and quickly added, “Mistress.” Jamie looked at his wife and said, “I’m really sorry. I don’t know what’s come over me lately. I’ve been so emotional!” His eyes were red and swollen.

“Look, I know how to make it up to you,” Karen said, putting her arm around him.


“Well, I told you how Becky and I used to fool around in college?”

“No,” he said, but quickly corrected himself. “Sorry, I don’t remember, Mistress.”

“Well, I’m sure I told you about her,” she continued. “Didn’t you ever fool around in school with another guy?”


“Well, it’s their loss. You suck cock pretty good,” she added. He blushed with pride. “Anyway, I think I talked Becky into having a three-way with us. What do you think, pretty kinky eh?”

“You and me and another girl?” Jamie asked incredulously.

“Yup, two hot bitches to take care of your every need. What do you think? That ought to let you decide if you are a faggot or not.”

“Well, I don’t know…”

“Do it for me, OK?” Karen said. “Becky has had some rough times. She has been a lesbian since college, and I think I talked her into trying cock again.”

“Really?” Two naked women, in bed with him? It might be interesting!

 “You will the first man she had been with since was raped back in high-school. I know you will be gentle with her. It’s just what she needs to get over her fear of men.” More like ‘hatred of men,’ she thought, but Karen kept that to herself. She looked at Jamie and pouted. “Please?” she asked.

“Well, OK,” Jamie agreed. Karen never said ‘Please.’ It must be important to her, he realized.

“Thank you!” Karen gave Jamie a sensual kiss. The two made out on the couch with Karen slipping her hand inside her husband’s panties and playing with his little dick until it was leaking.  “We will have such a fun time!” He looked at her lovingly. “Go get the lotion and I will massage your ass for you,” she said. He stood up and she gave him a playful swat on his tender buttocks.

“Ouch!” he exclaimed, rubbing his ass.

“Sorry!” she said, quickly apologizing and smiling at his retreating butt.

Jamie returned with the lotion and Karen once again pulled down his panties and put him over her knees. This time, instead of paddling him, she squeezed the lotion onto his ass and massaged him gently.

Jamie loved the cool, tingling lotion on his sore ass-cheeks. Karen became playful and began to rub lotion into his small, ball sack and pulled on his tiny clitty until it got hard. She massaged her husband’s ass-hole with the lotion and asked him, “Do you like me playing with your pussy and little clitty, Jamie?”

“Mmmmm,” was all he said, humping his hungry ass-hole onto her fingers.

After a while, Karen told him, “I’m going to call Becky and then take a nap. Make sure you clean up and have dinner ready by six,” she yawned and went to bed. Jamie began to clean and decided he better go out and get some wine and ingredients to make a fabulous dinner for his wife and her friend.

“Becky!” Karen squealed, opening the door wide and inviting in her college friend. “This is my husband Jamie,” she said. “Jamie, this is Becky!”

Jamie politely took Becky’s hand. “I prefer ‘James,’” he said, “Pleased to meet you, Becky. Karen has told me a lot about you.”

“Hello, Jamie,” Becky said to him, to his surprise. “From the pictures Karen showed me last night, you look much more like a ‘Jamie’ than a ‘James,’” she sneered.

“Uh, mmm, what?” Jamie began, “Karen, did Becky happen to see those pictures you promised not to share?” His voice rose and he quickly turned red.

“Oh, I’m sorry, Jamie!” Karen giggled. “Becky wanted to see what you looked like, and, as I was going through my phone, well, I was a little tipsy, and… Oh, don’t worry Jamie, Becky is OK with it!”

“Yeah, it’s fine,” Becky said, looking at Jamie with a knowing smile. “Whatever floats your boat, you know?” Becky stared at Jamie intently. She was a little intimidating. Short hair, small breasts, stocky and strong. She looked more like a man than Jamie did!

Karen quickly intervened. “I’m sure Jamie has cooked us a great dinner, Becky,” she said. “Let’s have a glass of wine before we eat!”

The three sat down and Jamie quickly poured everyone some wine. After a second glass, they all began to joke and have fun. Jamie quickly lost his embarrassment and began to enjoy having company over. He forgot his recent humiliation until Becky leaned over to him and said, “I think you make a hot woman, Jamie.” She took his hand.

“Doesn’t he though!” Karen said. “And, he can lick pussy almost as good as you, Beck!”

Jamie blushed, feeling his hand stroked by Becky’s strong fingers.

“We’ll see about that,” Becky said, taking another gulp of wine.

“Show her your tongue, Jamie!” Karen said, giggling.

Jamie slowly stuck out his tongue until its entire, obscene length was extended. He wiggled the tip, making Becky shudder involuntarily. He then licked the bottom of his wine glass. “More wine, girls?” he said grinning. He stood up, a little un-steady, and left to get another bottle, hearing the giggles behind him.

He returned to find his wife and Becky making out, locked lips and groping each other.

“Let’s go to bed, Jamie!” Karen cried. She stood up and led her friend into the bedroom.

“What about my dinner?” Jamie asked. He had worked so hard to prepare an enjoyable meal.

“Later! Come on!” Karen yelled back.”And, bring the wine!”

Jamie sighed, checked the dinner so it wouldn’t burn, and quickly went after the two horny women. When he arrived in the bedroom, his wife and Becky were already stripping off their clothes, still locked in a sensual embrace.

He watched excitedly as the two women got naked, groping each other and making out. They fell upon the bed like experience lovers. His cock got hard. Maybe he wasn’t gay?

“Well, are you just going to sit there?” Karen asked him, spreading Becky’s legs, inviting him to join them.

Jamie quickly shimmied out of his clothes, forgetting that he was wearing panties.

“Nice panties, Jamie,” Becky said to him.

“I know, doesn’t he look hot!” Karen quickly replied, saving her sissy husband from further embarrassment. At least until he dropped his panties and his little hard pecker pointed at the girls.

“OMG! My clit is bigger that that thing!” Becky pointed and giggled.

“Wait until you feel his tongue,” Karen said. “Jamie, show her what you got!”

Determined to show Becky how good he was in bed, Jamie quickly crawled between Becky’s legs and stared at another woman’s pussy; the only other pussy he had ever seen, besides his wife’s. It smelled stronger and looked a lot different than Karen’s cunt. Becky was right, though, her clit was very long. Not as big as his hard cock, he thought smugly. He began to eat her smelly pussy, using every trick his wife had ever taught him. He’d show this interloping bitch!

“Mmmm, not bad,” Becky admitted, feeling his long, snaking tongue tickling her insides. Jamie licked and slurped his wife’s friend, feeling satisfied when he heard her moaning. “Oh, he is good, Kay!” Becky said, writhing on the bed and grinding her cunt into him.

“I know, I trained him,” Karen said proudly. “Let him eat your ass, Becky, you’ll love it!” Becky opened her eyes and grinned.

“Get on your back, Jamie!” Karen ordered. She helped Becky climb on Jamie’s face and positioned her ass over his mouth. “Eat it, Jamie!” she instructed.

Almost reluctantly, Jamie began to eat Becky’s funky ass-hole. Tentatively at first, then he began gobbling her ass with gusto. “Oh, yeah, eat my fucking ass, you nasty faggot!” Becky groaned. She smashed her ass onto Jamie’s face, making his nose hurt. He retaliated by shoving his tongue deep inside of her and wiggling it all around. Becky then pushed her gushing cunt against him. She slid her hot cunt and ass onto Jamie’s face, letting him eat her repeatedly. He gently sucked on her huge, fat clit.

“I’m going to cum!” she moaned. “The little fag-boy is gunna make me cum! Ahhh, ahhh, ahhh-iiieeeee!” Her orgasm rocked her and she gushed and squirted a load of cunt juices down Jamie’s throat. Jamie did the best he could and swallowed most of her salty liquids. Becky came over and over, feeling Jamie’s long tongue tickling her ass and cunt until she finally sat down heavily on Jamie’s face, smothering him and leaving him breathless. After a long, agonizing moment for Jamie, she slowly got up.

“See! I told you he was good!” Karen said, beaming. She looked at her soaked husband and said, “Did I mention that Becky was a ‘squirter?’ No? Oh, I’m sorry ‘bout that!” she said smiling.

Jamie was feeling a little miffed, but he brightened up immediately when he heard Karen say, “Lets suck his dick, Becky!” Jamie watched as the two gorgeous women positioned themselves close to his hard, throbbing, tiny cock.

“It’s not much, is it?” he heard Becky whisper.

“Well, you have to start small, I think,” Karen replied. “Baby steps, bitch!”

“Baby dick, more likely,” Becky sneered under her breath. She watched as Karen gave the little cock a long lick.

Jamie groaned.

Becky gave it a lick too.

Jamie moaned louder.

Karen sucked his cock deep into her mouth.

Jamie sighed contentedly. He loved to get his cock sucked, but Karen rarely did it for him. Now, he was going to have two girls sucking his cock!

Becky opened her mouth and sucked his tiny cock. She put her lips around it and sucked as hard as she could.

“Ow, ow!” Jamie yelped in pain. “Not so hard!”

“Be more gentle, Beck,” Karen said to her friend, rubbing her back and playing with her nipples.

“I thought guys liked everything hard?” Becky replied.

“Well, they do, sometimes,” Karen admitted. “Jamie, just be nice and let Becky suck your cock however she wants to, OK?”

Becky sucked Jamie’s little clitty, but not quite as hard as before. Jamie gritted his teeth and did his best to keep from crying out. Thank goodness Karen sucked his cock much more softly when it was her turn. He began to enjoy his blow-job until Becky grabbed his nuts.

“Mmmmmph!” he grunted, feeling his marbles mashed together.

“Be gentle with Jamie’s balls, Beck,” Karen said. “But if some man ever gives you a hard time, give him a firm kick in the nuts!”

“Yeah!” Becky agreed, “Or maybe squeeze them like this!”

Jamie was prepared to scream but instead heard the girls giggling. “I won’t hurt your little tiny marbles, Jamie,” Becky said to his relief. She began to bob her head on his cock and gently massaged his tiny ball sack.

“Oh, yeah,” Jamie sighed. He felt his wife licking his balls as Becky sucked his cock. He grunted.

“Are you about to cream, baby?” Karen asked him.

“Uh, huh!” Jamie moaned, feeling the tingling in his balls.

“Watch this!” Karen exclaimed and lifted Jamie’s legs in the air until he was bent over, his cock hovering over his face. She began to stroke her husband furiously!

“No, Karen, uh, uh, uh!” Jamie was humiliated; his almost-ready-to-sperm-cock was just above his face! Karen was going to make him take a nasty cum load in front of her friend!

“Do it, Jamie,” Karen said, “Show Becky what a nasty little cum-guzzler you are! Show her how much you love eating cum!”

“Uh, uh, uh!” Jamie groaned. It was too late to fight back. His cum surged from his balls. He opened his slutty mouth and took a full blast in the face.

“Look at him shoot!” Becky said, amazed. “Wow!”

Wanting to put on a good show, Jamie wagged his tongue as another blast sprayed him, then another. His cock began to ooze cum in long, gushing spurts and it dripped heavily, directly into his mouth.

“Oh, that is hot!” Becky said.

“I know!” Karen said, feeding her submissive cum-slut his daily treat. She squeezed out the last few drops. They splattered on Jamie’s cheek, missing his open, searching mouth entirely. Karen released her grip on his legs and Jamie lay back on the bed. Noticing her cum-covered fingers, she put them in front of Jamie’s mouth and he quickly sucked them clean.

“Can I fuck him now?” Becky asked.

“Karen!” Jamie cried, totally embarrassed.

“Well, she wants to know what it’s like!” Karen said, defending herself. “Beside, you like getting your ass-hole fucked, and you know it!”

“But…” he started.

“Do I have to get my brush?” Karen asked, raising her eyebrows.

“No, Mistress.”

“Good,” she said, “Now, get in position and show Beck what a nasty little faggot ass-slut you are!”

Knowing he was defeated, Jamie presented his ass and pressed his head into the bed. He heard the girls giggling and recognized the sounds of the harness being fitted.

“I want this one!” he heard Becky say. What? She wants which one? He felt his ass-hole being greased.

“Karen, wait, which dildo are you…?” he started to say.

“Shhhh!” Karen quickly hushed him.

“Wow, look at me!” Becky exclaimed. “I have the biggest cock in the world! Get ready bitch!” she said, climbing on the bed and positioning herself between James spread ass cheeks.

“Karen?” Jamie said very concerned. He was becoming extremely nervous. He felt the head of the hard phallus against his ass-hole. It wasn’t the familiar seven-incher he was used to. It was the…

“OH MY GOD!!” he cried out in pain as the massive ten inch cock spread his ass-hole wide. Becky pushed the hard shaft until it was imbedded in his ass. “Take it out! Take it out!” he pleaded, but to no avail.

“Quit being a sissy, Jamie.” Karen said, soothing her husband fears, rubbing his ass and spreading his checks. “Take it slow, Becky, OK? He’s never had one this big before.” She felt a little pity for Jamie and certainly didn’t want her husband’s ass-hole ruined for everyone else!

Becky continued to push the huge cock into Jamie’s ass. He whimpered like a dog, held tightly by his gentle Mistress, as the massive rubber dick stretched his hole to its breaking point. He moaned long and loud as the long, fat cock invaded his bowels “Aaaaaaaaaahhhhhhhhhhmmmmmmmm!”

“Take my fucking cock, you bitch!” Becky cried, before shoving the massive phallus all the way into his boi-cunt. Jamie grunted again loudly and then finally sighed with relief when he felt the rubber balls resting against his ass. He took a deep breath and exhaled slowly. He was stuffed full of rubber cock!

Jamie’s relief was short-lived though. Becky began to fuck him! She pulled the massive cock nearly all the way out before pushing it back in. She smiled as she watched Jamie take the huge cock; it looked like it was her own member fucking the faggot-slut’s ass! She turned to Karen and said, “This is so cool!”

“Fuck him, Becky,” Karen encouraged. “Fuck him like that guy fucked you!”

Becky sneered down at Jamie. “Do you like my fat cock in your tight little pussy, bitch?” she asked. Becky began to fuck him with a sense of purpose. “You know you want it, whore!” she said, pounding his ass harder.

Jamie lay still and accepted her abuse, whimpering softly. Even though his ass was used and abused, it slowly started to feel better! His cock swayed back and forth, slapping his belly and sending drops of pre-cum flying. He whimpered again as the pleasure turned to pain, and back to pleasure again.

“Don’t cry, you fucking bitch!” Becky said. “You know you want it! All women are nothing but sluts and whores!” Becky fucked Jamie’s ass furiously.

“Oh, shit!” Jamie cried out, lifting his head up from the bed and pushing back on the fat cock. “Give it to me! Fuck my ass!” The huge cock was finally feeling so damn good! “Fu-u-u-k-k-k-k-mmmmm-eeee!”

“You fucking slut! You love it don’t you!” Becky sneered at him. “I’m going to cum! Take my cum bitch,” she groaned, “Take my fucking cum!”

Becky slammed the phallus into Jamie, pulling his ass against her and holding him tight as she pretended to ejaculate into him. Four times she slammed his ass. Four times Jamie grunted as the cock stretched and filled his ass and made his clitty dance.

“Aaaaaahhhh,” Becky sighed, with sweat dripping of her forehead and splashing onto Jamie’s ass. “That was intense!”

Jamie looked between his legs and saw the pools of sperm below him on the bed-sheets. His hard, little clit had flopped around so much and massive phallus had massaged his prostate so wonderfully, he had made cummies while getting fucked. He decided he probably was a faggot after all.

“Did you make a mess, Jamie?” Karen asked, giggling.

Becky removed the dildo from Jamie’s ass. The two girls stared at his huge gaping ass-hole as Jamie bent down licked up his sperm from the bed.

“Go wash up and get dinner ready, Jamie,” Karen said, handing him the heavy slimy dildo. “Becky and I will be out in a few minutes.”

Jamie walked from room, rubbing his ass and carrying the huge cock with him.

© Copyright Undeniable Urges, 2015 - 2019. Unauthorized use and/or duplication of this material without express and written permission from the author is strictly prohibited. Excerpts and links may be used, provided that full and clear credit is given to Undeniable Urges, with appropriate and specific direction to the original content.

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James Decent into Cuckoldry 4  (MFF, Anal, Cum Eating, Forced Feminization)

Summary – James and Karen find another friend.

Previous Story Summary - Jamie’s submissive training continues. Karen invites a friend over to play.

Note – This is a work of fiction, make-believe and fantasy. It is not based on real people or actual events. You must be of legal age to read this adult story. It is OK to have fantasies, but turning a fantasy into reality can destroy lives. Don't be a dick with other people's lives!

James woke up on the couch. As his dream fog lifted, he discovered someone had put a blanket over him. He lay still for a while and contemplated last night’s events. Damn, his ass was sore!

He remembered his humiliation by Karen’s lesbian friend Becky. She has seen the pictures of him dressed as a slutty girl; watched him eat his own cum; and pounded his ass with the ten inch dildo until he spurted his cum upon the bed. Still, he had a good time and grinned as he fondly remembered Becky cumming on his tongue. He showed the bitch! He sat up, rubbed his eyes and walked gingerly into the kitchen to make some coffee.

As the coffee brewed, he cleaned up the mess from the night before. He didn’t remember eating, but after the pounding his ass received, he had drunk quite a bit of wine. He found two empty bottles and realized Karen and Becky must have had a late night together. He checked the driveway and Becky’s car was gone. He didn’t remember her leaving.

James went to the toilet, dropped his panties, sat down and peed. As he tinkled, he looked at the clock and realized how very early it was. He knew that Karen would probably sleep late. After drinking a cup of coffee, James took a shower. He shaved off the sparse hair from his armpits, legs and crotch until he was smooth and lady-like. After drying his slim body, he liberally rubbed more of the special cream on his sore ass, cock, balls and tender nipples. He would have to remind Karen to get more of the cream; this one was almost used up! He had used two full tubes already! As he rubbed his nipples, he thought they were even puffier than before. No more nipple clamps for him! Unless Karen told him to, of course.

He quietly went into the bedroom to get a fresh pair of panties. He didn’t mind that his wife had thrown out his regular underwear. Panties felt so much nicer on his body than his scratchy old boxers. As he bent over to put on a fresh, bright yellow pair, he heard his wife stirring.

“Good morning, sexy,” Karen said from the bed. She stretched and yawned, her full naked breasts appearing from under the covers.

“Good morning, Kar…,” he began. “I mean, good morning, Mistress.” She was beautiful! He was so lucky to have her.

“Good morning, faggot,” Karen smiled, please that Jamie had remembered to call her ‘Mistress.’ “Fetch me some coffee and pain relievers. I have such a fucking headache!”

“Yes Mistress.” James quickly left to bring her coffee and medicine. “Here you are, Mistress,” he said when he returned.

Karen gulped the pills and slurped her hot coffee. “Aaaahhh!” she sighed. “You really acted like a flaming faggot in front of my friend last night. Taking a load in your face, eating your cum and shooting your sissy-spurts all over the bed while she fucked you!”

“Yes, Mistress,” James smiled. Embarrassed, but still he was a little proud of himself.

“I’ll have breakfast in bed today, faggot,” she told James, “Have you eaten yet?”

“No Mistress, I was waiting for you.”

“Good girl!” Karen praised. “Go get our breakfast then, but fix my pillows first.”

“Yes Mistress.”

Karen snuggled up against the headboard and sunk into the pillows, drinking her coffee and smiling.

James returned with a tray of food and fresh coffee for his wife. He set it down in front of her on the bed. She began to eat. James reached for his plate of pancakes but Karen stopped him.

“Are you forgetting something?” she asked.

He looked down. He had brought silverware, coffee, butter, syrup. He had everything they needed.

“Mistress?” he asked quizzically.

“Your cummies, silly!” Karen said. “You know how much you love pancakes with fresh cummies on them!”

“Sorry, I forgot, Karen.” James pulled down his panties, expecting his wife to suck his tiny cock like she did last time.

“What did you call me?” Karen asked.

“Sorry, Mistress!”

“You will have to do it by yourself, faggot. I’m too tired this morning.” She took another big bite of food. Jamie’s stomach began to rumble. “No breakfast until you make your cummies!” she ordered.

Jamie began wanking his small pecker as his wife watched, bemused.

“Thank you for leaving Becky and me alone last night, so we could, uh, reconnect with each other,” Karen said. She certainly had re-connected her mouth to Becky’s hot twat! “I covered you up last night; you were passed out on the couch.”

“Thank you, uhgg, Mistress,” Jamie grunted jacking his cock. He couldn’t get it hard! It wiggled about on his fingers.

“Becky had a good time she told me. Thanks for being such a good ass-slut while she fucked you. It was good for her to get her anger issues sorted out. She said that while she was fucking you, it felt like she was fucking the shit out of that ass-hole that raped her back in high school.

“Hurry up and cum, faggot,” Karen said to him, as he stroked his pathetic limp clitty. She held up her breasts to him. “Does this help?” she asked.

Jamie’s cock lurched.

“Becky sucked them last night. It felt so good! I ate her little pussy too, just like I did back in college. It was so much fun!” She watched Jamie’s cock getting hard.

“You were such a faggot-slut for us last night! Eating your cum load and taking that big, fat cock in your ass-pussy!

“It was such a turn on for me to watch shoot your sperm while you were getting your sissy-ass pounded. You must really, really, like a big, fat cock in your ass! It made you cum without anyone touching your tiny little faggot dick!”

James relived the experiences of the night before. He little cock was hard and slick. He stroked himself furiously! He felt the tingling in is small balls. He moved over his plate. Karen watched him as he stroked.

 “Unnhh!” he grunted. A wad of cum shot out from his cock and splattered on his pancake. “Unnhhh!” Another blast landed on the melted butter pooled on top of his cake. “Unnhhh!” another, final load spurted on his food and the rest oozed and dribbled on his food. James squeezed out the last of his cum from his piss-slit. He shook his slimy cock, wiped it on his pancake and licked his slimy fingers.

“Good girl!” Karen praised. “Now, eat up your cummies and then clean the dirty dishes like a good little faggot for Mistress.”

“Yes Mistress,” James replied, enjoying his spermy breakfast while his Mistress watched happily.

“It’s good, isn’t it faggot?” she asked.

“Yes Mistress.”

“You love cum, don’t you faggot?”

“Yes Mistress, I wish I had a bit more!” He licked his plate.

“We’ll see, faggot,” she said, “We’ll see.”

Later that morning, Karen announced she was having lunch with Becky, before her friend left town.

 “What are you going to do today, Jamie?” she asked, “Besides your chores?”

“Well, I think I’ll get a haircut and maybe wash my car,” he said.

“No, I forbid it!” Karen said.

‘Why would she not want my car washed,’ James thought, very puzzled.

“I like your hair long, Jamie!” Karen said. She messed-up his growing hair with her fingers.

“But, long hair makes me look like a girl!” he whined. He remembered his school days with a quiet shudder.

“Exactly!” Karen said. “I love how you make yourself all girly for me! It really turns me on!” She said. “Just think, soon, we can throw away that old wig. You will look fabulous!”

“Well, OK, I guess,” he said, thinking he could put his hair into a pony-tail when he went to work. He would look ‘hip’ and ‘modern’ he thought and quickly added, “Mistress.”

“I can’t wait to see your long hair swaying when you’re getting fucked, or grab on to it while you eat my cum-filled pussy!” Karen said enthusiastically.

“Uh, yeah,” James said, “It will be great!” He noticed Karen had said ‘when he was getting fucked,’ not ‘when I’m fucking you.’ She must have been thinking about Becky again. Yeah, that must be it. “Mistress,” he added.

James spent the rest of the morning cleaning and washing his car. He loved how the silken panties felt on his ass and tiny cock, as he stretched and scrubbed his dirty car. He wondered what the neighbors would think if they knew he was wearing panties! He was suddenly sorry for not inserting his butt-plug before venturing outdoors.

Karen came home and told Jamie she had a surprise for him. Her hair was a bit messed up, but she blamed it on the wind.

“I talked to Becky over lunch, and she knows a girl who would love to meet us!” Karen told him.

“Well, I don’t know…,” James said, “Becky was a little rough with me, Mistress,” he subconsciously began rubbing his ass.

“Oh, no!” Karen said, “Nothing like that! Sheila loves men!” she promised. “Come on, it will be fun! Becky told me she loves anal-sex and is a real good cock-sucker!”

“Gee! OK! Great! I guess,” James said. “Mistress.” He was learning not to question his Mistress.

“Fantastic! I already made a date for Friday night. That will give your ass time to heal before she comes over!”

“What?” James said, “My ass?”

“Oh, you know what I mean!” She added. “You should give yourself an enema Friday too, just in case!”

James wasn’t sure he knew what his wife meant, but he knew she was always right.

Karen and James had sex every night that week. James was so grateful to his Mistress! Karen let him fuck her pussy and ass-hole and he showed his appreciation by slurping up his messy cummies, sucking his spermy-fluids from her pussy and ass as she rode his face to orgasm.

“Mistress,” he said one night. “My nipples are still puffy and swollen.”

“Hmmm,” Karen said, looking at his nipples. They definitely were swollen more than last week.

“Have you been using the nipple clamps again?” she asked.

“No,” he lied, “I mean, well…, only a couple times. They hurt a bit, but I like how they feel.”

“Have you been using the cream?” Karen asked, “That should help.”

“Yes Mistress. I’m on the third tube already,” Jamie said, “Think I should see a doctor?”

“For puffy nipples? Are you crazy!” she said. “Is that how you think we should spend my hard-earned money?”

“No…,” he said, chastised. “But, they are starting to poke through my dress shirts!” he complained.

“I know, we can put tape over them before you go to work.  I’m seeing my doctor next week and I’ll ask her if we should be concerned about it, OK?”


James put tape on his nipples every day before work. Though it seemed Karen took a perverse delight in pulling the tape off of him in one cruel rip. But, she was right, it was better to do it quickly and get it over with.

Friday night finally arrived and Karen made sure Jamie had the house absolutely spotless. He had prepared a meal that would keep, in case the three of them got ‘distracted’ like they did last week.  The agreed upon time finally arrived, and Karen and James soon heard a gently “tap, tap, tap,” on their door.

James opened the door wide and beheld a beautiful woman on his doorstep. She was as tall as his wife with huge, firm breasts. She was wearing a tight, red dress - very short to show off her curves - with a black shawl over her naked shoulders. Her legs were long and her heels were pointed and delicate. She was very sexy and very hot!

“You must be Sheila!” James said, nearly drooling over the vision before him. He stumbled over himself as he invited her in. Karen was behind him and she quickly introduced herself. “Becky has told me so much about you!” she said.

“Not everything, I hope!” Sheila joked. “A girl needs to have some secrets!” Her voice was deep, breathy and sensual.

They invited her into the living room. They all sat down and made small-talk, avoiding the reason she was there.

“So, how do you know Becky?” Karen asked, tossing her head with a quick, friendly smile

“I met her at a bar,” Sheila said, “Rapunzel’s, on 5th Street.” Sheila’s voice was so sultry!

“Oh, I’ve been there,” commented James.

“You’ve been to a gay bar, Jamie?” Karen asked, “When was this?” She wondered if her husband was keeping secrets from her.

“Uh, it was an accident,” James said quickly. “Way before we met, Karen,” he added, as if that made OK for him to visit gay bars. He was so embarrassed; he had forgotten to ask Sheila why she was at a gay bar.

“I see…,” Karen said, interrogating her husband with her eyes. “So, how well do you know Becky, Sheila,” Karen asked, changing the subject.

“I know her well enough to know she hates men,” Sheila said. “Poor thing…,” she added condescendingly.

“Don’t I know it!” James interjected, remembering the pounding his sore ass-hole received due to Becky’s anger issues.

“I tried to help her,” Sheila added.

“We all did,” Karen said. “Poor James here went out of his way to help her. Last week he even let Becky use a huge ten inch dil…”

“Wine?” asked James, rudely interrupting. He left the room but soon returned with a bottle of wine and three glasses. The girls were sitting close together, whispering and giggling when he returned.

James poured the wine and they all began to relax and flirt with each other.

“Dinner smells delicious,” Sheila said, “What are we having?”

“I made a pork sausage and potato casserole,” James replied, “In a creamy basil and thyme white-sauce.”

“Oh, I love sausages!” Sheila exclaimed, pushing her breasts together and licking her lips. “Especially, long, fat sausages!”

“Me too,” Karen said, “But, I hope you like small sausages as well, that’s all we seem to get in this house,” Karen sneered at James while winking at Sheila.

“Oh, I like any kind of sausage!” Shelia replied. “Big one, small ones, fat ones, skinny ones! Especially if they’re covered in a creamy white sauce. Mmm-mm!”

“Jamie loves white sauce too, don’t you dear?” Karen said, smiling and looking at her husband. He was turning red, being the subject of his Mistress’ ridicule. “He loves it so much, he even puts in on his pancakes!” she began giggling uncontrollably.

“That sounds de-lish!” Sheila said. “Is it getting hot in here?” she asked, dropping her shawl from her shoulders. Her nipples were poking through her dress. Her shoulders were soft and smooth.

“Yes, I’m getting hot too.” Karen said. She pulled her blouse out from her skirt and sat cross legged on the chair, her panties visible to everyone.

“Are you getting hot, James?” Sheila asked.

“Uh….,” he replied, looking nervous. He was ashamed and feeling a little bitchy.

“Cat got your tongue, James?” Sheila asked him. She pushed down her dress a bit until the soft swell of her breast was bare.

“Oh, Jamie loves cats too!” Karen said, “Don’t you Jamie?” She began giggling again, “His favorite is a hairy, little, wet kitty!” Then, she guffawed and screamed out loud, “Covered in a creamy white sauce!”

“Karen…,” James pleaded, “Please…”

“Nothing to be ashamed about, Jamie,” Sheila said. “We girls have to stick together, after all.” She stood up and pushed her dress down even farther. “Besides, I like kitties too,” Sheila said, “But, I like sausages more.” To James’ surprise, she looked right at him and pulled her breasts completely out of her dress. She walked over to James and pressed her large tits into his face. “Can I play with your husband, Karen,” Sheila asked, looking at Karen.

“Go ahead, I want to watch!” Karen said. She unbuttoned her blouse, freeing her massive breasts. She lifted up her legs and put a hand into her panties, toying with herself gently. Her other hand began to massage her tits.

“What are you waiting for Jamie, a written invitation?” Shelia asked him. She jiggled her breast in James’ face.

James looked at his wife. He looked at the beautiful breasts before him. He would show them! He would show the girls he wasn’t a faggot! He was going to be as macho as he could be. He would get Sheila turned on by licking her pussy until she was about to cum, and then, he would fuck her violently; until she came all over his cock! It didn’t matter if his cock was smaller than most other men. It wasn’t the size of the boat, but the motion of the ocean! He could make her cum with his dick, he thought, if he primed her just right with his tongue, and, if he could last long enough!

He leaned forward and groped Shelia’s breasts firmly. He pulled himself up and put his face between her tits and smelled her fragrant perfume; so different from his wife’s. He began to suck one nipple and then the other.

“Oh, James,” Sheila moaned, “Mmmmmm! Suck my titties, baby.” She pressed James’ head to her bosom and squeezed him tight. Her nipples were hard and firm. Her breasts were wet with James’s saliva.

“What’s gotten into you Jamie?” Karen said, spreading her legs wider and fingering her hole.

James pushed the larger woman back and made her lie on the couch. He climbed on her, groped her, and kissed her long and passionately. He looked into her eyes and said, “I’m going eat you, baby. I’m going to lick your hot pussy and then I’m going to fuck you!”

“Oh, James, you say the sweetest things to a girl!” Shelia said, “Karen, you need to let this boy out more often!”

Sheila stood up and began to shimmy out of her tight dress. James knelt on the floor, ready to lick her hot cunt once she sat on the couch again. He was going to dive between her legs and show her how a man treats a woman!

Sheila’s red dress dropped to the floor. She was naked except her heels, hose and pink panties. What a fat cunt she has, James thought. He couldn’t wait to lick it deep!

Sheila turned around and dropped her panties, bending over with her legs together, showing off her beautiful ass.

“Nice!” said James.

Karen fingered herself harder.

Sheila played with herself a moment and then slowly turned around. James stared at her groin – it was just in front of his face, but, her legs were closed tight. James could only see that she was shaved bald. He was looking forward to wrapping his tongue around her naked cunt!

“Ready to eat me, baby?” she asked James.

“Oh yeah!” James replied. He was ready to show them how much of a man he was!

“Promise?” she asked him teasingly.

“Of course,” James said, “Cross my heart!” He made the obligatory hand motions and then stuck out his tongue and wiggled it obscenely.

Sheila waddled and hopped closer to James, teasing him more, so he thought. She suddenly spread her legs at the knees. James looked between her legs intently to finally see her pretty pussy. But instead, James saw Sheila’s long, fat cock as she released it from captivity. It sprung up, heavy and thick, and smacked James in the face!

“Bonus!” Karen screamed with laughter.

“But, but…” James said, staring at Sheila’s cock.  It was long and thick and not even all the way hard yet. Her cock was circumcised with bulging veins with a wide, fat head. He licked his lips subconsciously. It was beautiful, but not what he expected. He was going to show the girls how much of a man he was, and now, Karen and Sheila were probably going to make him suck it. No wonder Karen made him clean out his ass tonight!

“You promised, lover,” Sheila said, wiggling her cock back and forth in front of James’ face.

“Do it Jamie!” Karen ordered. “I want to see my nasty, little slut suck on a real cock! You know you love dick even more than you love pussy!”

“But, she’s a guy…,” James said, still in shock. He looked up Sheila’s pretty, smiling face. “But you’re a guy…” he said, and then stared at her magnificent cock again. A drop of pre-cum formed on the head.

“I like to think of myself as a girl with a little something ‘extra,’” Sheila said. She grabbed her cock and began to rub it on James’ face. He could smell it. Wet trails of pre-cum painted his cheeks and lips. He wanted to taste it. Feeling the wetness on his lips, James darted out his tongue for ‘just a little lick’. He tasted her essence. That was all it took for him to fall over the ‘still pretending to be straight’ precipice. Sheila wiggled her cock at him again.

His eyes searched out the source of his hunger. He discovered another big, fat drop of pre-cum hanging off Sheila’s piss slit. James leaned in and licked it before it could fall. He groaned involuntarily as his taste buds came alive. He licked her fat cock again, tasting her stale piss and feeling her spongy softness.

He licked her again and again, probing behind her flared ridge searching for every savory molecule. Then, he opened his mouth wide! James smoothly engulfed Sheila’s fat cock. He sucked and slurped, feeling the organ thickening in his mouth and getting firm. It was so warm and alive! Not like the cold, rubber phalluses he was so used to. Why did he keep on doubting his wife? he thought. She knew what was best for him. He was so stupid!

“That’s my good, little cock-sucker,” Karen said. She slipped off her panties and spread her legs wide. ”You have a beautiful cock, Sheila, doesn’t she Jamie?” she said as she diddled her cunt.

“Mmm-mmmph!” James agreed, not taking his mouth off of it for even an instance. Since he wasn’t much of a man, he would show Sheila and Karen what a nasty, little cock-sucker he was. He began to deep-throat her fat cock, barely gagging on the thick shaft as it spread his throat wide and fucked his gullet. He felt her heavy balls with one hand and jacked her fat cock with the other. He was sure her balls were filled with warm, creamy cum – much more than were in his pathetic, tiny, dangling marbles. His boi-clitty was hard and already leaking.

“My, aren’t we an eager-beaver,” Sheila said, “But you have to slow-down, lover.” She pulled her cock from James’ sucking lips with a “Pop!”

James looked at the hard, wet, treasure in front of him, then at his spread-wide wife, then back at Sheila and her cock.

“You said you’d lick my pussy for me, remember?” Sheila said, smiling at James.

He looked confused, since she had a cock and not a pussy. Then, she bent over and pushed her ass towards James’ face. Oh, yes she did have a pussy, a hot, tight, boi-pussy! James grabbed both of her ass cheeks, spread them wide and began to lick her boi-cunt!

Sheila was forced to catch herself. She braced her arms on the couch and prepared herself for James’ onslaught. Sheila looked at Karen, sitting a foot away from her, and smiled, glancing at Karen’s wet cunt and slimy fingers. Then Sheila cocked her head quizzically as she felt James tongue firmly probing her nether region.

“Oh!” she exclaimed, and then pushed back while relaxing her sphincter muscles. She rolled her eyes in ecstasy as James’ tongue invaded her ass-hole. James plunged his long, wriggling tongue into her so, so deep. “Oh, my!” She shook her ass back and forth and she pushed back even more. “Oh yes, oh my god, yes!” Sheila cried, loving her well-used ass receiving such loving attention. James began gently sucking on her swollen anal ring.

Karen watched the action, becoming hotter and hotter. She stared at Shelia’s massive cock, hard and throbbing.

“Let’s go to the bedroom!” Karen exclaimed suddenly. She leaned over and kissed Sheila passionately, then pulled her into the bedroom. James eagerly followed, shedding his clothes as he went.

Karen climbed on the big bed. She got on all fours and shook her cunt at Sheila and James.

“James, can I play with your wife?” Sheila asked.

James nodded, dropping his pants. His hard, little clit made a wet tent in his panties.

“Nice panties, Jamie,” Sheila said. She rubbed her hand on James’s wet spot and then licked her palm.

“I’m waiting, Jamie!” Karen said impatiently. “Help her fuck me, Jamie!”

James could smell his wife was ready to get fucked. Her fragrant pussy juice filled the enclosed room. He tentatively reached out and gripped Sheila’s hard member. He pulled her gently to the bed. Sheila climbed behind Karen and James positioned her cock at the entrance to his wife’s, wet fuck-hole. James slid it up and down her cunt lips, watching them spread apart and saw Sheila’s cock-head get wet with Karen’s juices. He positioned the thick cock at his wife’s fuck-hole. Karen pushed back and Sheila pushed forward.

“Aaaaaaaahhhhhhh!” Karen moaned as the thick shaft spread her cunt wide and filled her pussy full. “What a cock! It is so thick and warm!” Sheila pushed in the last several inches. “And long too!” Karen added. She began to whimper as Sheila fucked her with long, slow strokes.

James watch, mesmerized. This is what his wife needed, he thought, not his pathetic little dick or a fake, rubber cock. She deserved a real cock. A big, fat cock filled with warm, delicious sperm!

“Fuck her, Sheila,” James said. “Give her what she needs!” He rubbed his hard clit through his panties.

“Yes, Sheila, give it to me!” Karen said, looking backwards. Her huge breasts swayed underneath her. “Oh, Jamie, it feels so good!” Karen hung her head and arched her back, fucking back on the thick shaft. “You are right, Jamie, I do need this! Oh god, I’ve missed having a big, fat cock fucking my tight little pussy!”

Sheila began to fuck Karen faster, her breasts swaying with each thrust.

James was feeling left-out and wanted to help.  Unbidden, he crawled under his wife’s cunt as she made room for him. He craned his neck and began to lap at her pussy. He felt the thick cock spreading her pussy lips and he licked the shaft every chance he got. He saw Sheila’s heavy, cum-filled balls and tickled them. They slapped against his forehead.

“Ungh, ungh, ungh!” Karen grunted with each, heavy thrust. Sheila grabbed her hips and began so slam his cock into her. The fucked for what seemed like ages to Karen. She was so used to Jamie’s ‘under a minute’ sissy-spurts. But Sheila fucked her long and hard, getting her tight pussy primed and ready for a huge orgasm.

The long thrusts pulled her cunt lips and tickled her clit. The hot shaft filled her up and touched her in places she never knew she had. She felt herself building up to something big.

“I’m cumming!” Karen said, feeling her cunt begin to tingle. James licked her clit. Her orgasm took her as her clit exploded. James felt her gushing. Her thighs began to quiver. The huge cock made her feel all warm and wet inside. She felt James’ tongue on her again. Her orgasm rolled over her. “Oh, fuck me, fuuuucckk-kk-kk meeee!” Karen came over and over again. “Ahhhhhh, oh!” she groaned. “Yes, yes, yes!”

Sheila pounded Karen’s fuck-hole. She felt Karen’s pussy squeezing her and felt her own orgasm beginning. James tickled her balls again and she felt his tongue on her shaft. Her prostate pumped a massive load up from her heavy, swinging ball-sack. The hot, thick cum spurted into Karen’s hungry pussy. Then another huge load, and then another. Karen felt Sheila’s cock expanding and spraying her insides with warm, wet liquids. Two more massive blasts finished her orgasm as the tingling and pumping slowly receded. Sheila’s sperm oozed out in several weakened blasts, then, her balls were empty.

They stayed connected for a while, with James still prodding and licking. He could smell the cum, but only a few bits had dribbled out of his wife’s cunt for him to enjoy.

Sheila slowly pulled her slimy cock from James’ wife’s well-fucked hole. Inch after inch of the wet, fragrant appendage slipped out as James watched it hungrily.  The fat head escaped and the softening cock flopped out and slapped James wetly on the face. He wasted no time cleaning it off; sucking it deep until it was cum-free and making sure the last drops in the shaft were milked into his mouth. Looking up and seeing his wife’s gaping cream-pie, he abandoned Sheila’s spent cock and began to slurp and suck the best cream-pie of his life. Karen sat on his face heavily. Gobs of cum oozed from her cunt and into James’ waiting mouth. James’ devoured her creamy cunt, using his long tongue to capture every slimy morsel.

“Your little man does like the creamy, white sauce,” Sheila said. “But, the poor little guy still needs to cum, unless he came in his panties. Did you cum in your panties, little man?” Sheila asked. She swung James around so she could pull of his panties. He kept his mouth firmly fastened on his wife’s cunt. Sheila pulled off James panties with a flourish. His little clit was hard and wet. “Nope, no cummies yet!” she said, “But I can fix that!”

Shelia began to play with James’ hard, little cock. She licked it a while then sucked it deep. She played with his little nuts and, reaching under him, plunged a finger into his ass-hole. “Mmmmmph!” James grunted. Another minute of having his cock sucked by an expert and having his ass-pussy played with, along with the heady fragrance of sperm and pussy juice in his nostrils and mouth,  James’ squirted his sissy-juice into Sheila’s sucking mouth. “Eeeeiii-eee!” he squealed, as his tiny balls emptied. He squirted a good four shots into his lover’s mouth and felt Sheila swallow his sperm and suck him gently, trying to get more.

“Mmmm, tastey,” Sheila said, smacking her lips after draining James’ tiny balls. “Good desert, but I’m hungry for dinner!

“Me too,” Karen said.

“Mmmmfffh thuuu!” James said, his mouth full of spermy, delicious pussy. He was not sure how he felt about sharing his clitty-cummies with someone else. He was used to having them all to himself.

The three ate dinner naked, shared another glass of wine and joked about creamy, white sauce.

As James put away the dishes, Karen nonchalantly told Sheila that Jamie liked to dress like a girl too.

“Oh, I’d like to see that! I bet he makes a pretty girl!” Sheila said to Karen and then smiled at James.

“Jamie, go get pretty for our guest!” Karen said.

“OK!” Jamie said, leaving the dishes and running off to get ready.

“What do you think?” James said, upon his return. He was dressed like a slut with his pink, crotch-less/ass-less panties with matching bra; wig, and high-heels. His make-up was colorful, to say the least. And, he had tied a pretty pink ribbon around his tiny cock and balls!

“Oh, you look adorable! James,” Sheila said. “I could just eat you up!”

“Call me, ‘Jamie,’” Jamie said.

“I usually call him ‘faggot,’” Karen said, “Does that offend you, Sheila?”

“No, not at all,” Sheila said, “A spade’s a spade, and a fag’s a fag, after all.”

“OK then,” Karen stated. “The ribbon is a nice touch, faggot,” Karen added, “Very inventive.”

“Well, I can’t compete with the big girls like Sheila, so a girl has to dos what she can,” James said, blushing.

“When did you start dressing up like a girl, Sheila,” Karen asked.

“I am a girl, sister,” Sheila corrected her. “But, I’ve dressed up in my big sister’s clothes since I was able to dress myself, I guess,” she said. “I was so mad when I found out my cock wasn’t just a big, fat clitty, but, at least I still had a tight, little pussy!” she continued, bending over and showing off her pretty ass-cunt. “How about you, Jamie?”

“Just for a little while,” he explained. “Karen I like to ‘pretend’ when we have sex. I…, I kind of like to feel all ‘feminine’. I don’t know -  it makes me ‘melt’  on the insides. I think I look pretty as a girl.” Jamie twirled around, showing off her tight body in her sexy lingerie.

“You have cock sucking lips, too Jamie. Has anyone ever told you that?” Sheila asked.

“Yeah… in school. They called me faggot all the time,” Jamie started to hang his head down in shame, but looked up at Sheila, “They told me I had pretty lips and tried to make me suck their cocks, but I pretended I didn’t want to.”

“Did you want to?” Sheila asked.

“Yeah,” Jamie replied, feeling no shame.

“There is nothing wrong with sucking cock and being a faggot, Jamie,” Sheila said. “I like making men happy with my mouth and ass,” she said, “And, it makes me happy too, almost like I have a special purpose in life.”

Karen told her husband, “You have been denying it too long, Jamie. It is what you were meant to be and  you know it, faggot.”

“Yes, I realize that now,” Jamie said softly.

“Good!” Sheila said, “Because I want to fuck your ass!”

The three ran back to the bedroom.

Karen and Jamie took turns sucking Sheila’s cock until it was stiff and ready for action. Jamie got on his hands and knees with his face between Karen’s spread legs. Sheila positioned herself behind Jamie and squirted a large dollop of lube in her hand. She finger-fucked Jamie’s ass-hole making it loose and lubricated.

“Ooooohhhhh, Sheila,” James moaned, “That feels nice.” Sheila wedged another finger in Jamie’s ass, fucking him gently while twisting her hand. “Unngh!”

“You ain’t felt nothing yet, girl,” Sheila said. She removed her fingers and stroked her hard shaft, lubing it up.

“Are you ready for a real cock, faggot?” Karen asked her sissy-husband. She watched Sheila getting prepared.

“Oh-yes-oh-yes-oh-yes!” Jamie said, filled with lust. He shook his ass and pushed his face into his wife’s spermy pussy.

Karen and Sheila looked at each other across Jamie’s pink clad body.

“Fuck him, Sheila, fuck him good!” Karen told her.

Sheila positioned her hard cock against Jamie’s ass-hole. Jamie pushed back, opening up his pussy for her. Sheila pushed her fat cock-head into his ass, stretching Jamie’s boi-cunt until the flared head entered his bowels and his tight anal ring locked it firmly in place.

“Ooooohhhhh!” Jamie moaned, loving the feeling of the warm, hard flesh penetrating him. He pushed back, wanting more of Sheila’s cock in his ass. Sheila obliged and pushed her fat shaft into him until her balls rested against his.

“Fuck him, Sheila!” Karen said, playing with her cunt with one hand and pushing Jamie’s face into her pussy with her other hand.

“Yes, fuck me Sheila,” Jamie moaned and began lapping at his Mistress’ cunt. “Please, fuck my faggot ass!”

Sheila pulled backwards and felt Jamie’s boi-cunt gripping her cock tightly. She pulled it nearly all the way out, and then pushed forward, slowly.

“Fuck him!” Karen said, “Fuck the little cock-loving faggot!” She hunched her cunt into her husband’s face.

“Unnmmmffff” Jamie moaned. His ass was full of cock and his mouth was full of cum-flavored cunt.

Sheila began to fuck Jamie in earnest. She fucked him with long, slow strokes, pushing into him from the left and then the right. She began to slam his ass with each stroke - just a bit – teasing him. As her thick cock was just about to bottom out, she would thrust her hips, driving her shaft deep, and making her heavy balls swing violently into Jamie’s little nut-sack.

“Ungh…! Ungh…! Ungh…!” Jamie grunted with every thrust.

Karen stared at Sheila and silently mouthed the words ‘Fuck him’ repeatedly. She diddled her clit and played with her breasts as she watched the big breasted shemale fuck the little faggot she had so proudly created. “Harder!”’ she said aloud, “Fuck him HARDER!”

Sheila began fucking Jamie’s ass harder and harder. Her breasted bounced and swayed and her heavy balls slammed into her lover’s smaller pair. Jamie’s hard little cock bounced into his crotch with each thrust. His pre-cum dripped and oozed and some splattered against his belly in a long, wet strand.

“I’m cumming,” Jamie squealed. His little cock slammed against his crotch and his balls were banged repeatedly by Sheila ponderous sack. The thick shaft gripped his ass-hole and pounded his prostate.

“Don’t you dare squirt on my bed again, faggot!” Karen told her sissy-husband.

Jamie quickly cupped a hand under his sissy-clit just in time. His first pathetic squirt landed in his palm.

“Oh!” Jamie moaned. “Unnggh! I’m coming! I’m making cummies!” He shot his sperm into his hand, glad he had a small cock or else it would have been impossible to catch as it flopped about. He caught all of his sissy-goo and then brought his hand to his mouth.

Shelia felt her balls tingling and slammed Jamie’s ass harder, preparing to deposit her sperm deep into his bowels. Jamie struggled to lick up his treat as he was jostled around.

“Mmmff!” Sheila grunted as her first massive blast surged up from her balls, through her hard shaft and blasted into Jamie’s ass. She slammed him hard and then held him tight as her cock erupted, impregnating Jamie’s sissy-cunt.

“Slurrrrrrppp!” Jamie took the opportunity to rid his hand of its slimy treasure. Sheila pounded his ass again, sending another hot, wet load into him. Jamie has to put his wet hand down to brace himself.

“Lick my cunt, faggot!” Karen screamed. She was about to cum too! She pulled Jamie by the hair and pushed his face into her pussy. She ground her cunt against his licking mouth and fingered her clit furiously. She watched as Sheila slammed him again, depositing another cum shot in Jamie’s ass. Karen creamed on her husband’s face.

“Take her cum in your sissy-ass, bitch!” Karen cried, smashing his face into her cunt. “Lick my fucking snatch harder, you cock-sucking sissy-faggot-whore!” She came all over Jamie, making his face wet and shining as Sheila grunted loudly and fucked the rest of her hot load into his waiting ass. Karen watched her husband being taken and came again. James licked her cunt and nibbled on her clit. He felt her pussy quivering on his lips as she came again and again.

Sheila pulled Jamie to her as the last of her cum dribbled out of her fat cock. “Ahhhhhhh,” she sighed, before collapsing on top of him.

The three caught their collective breaths after their orgasms. Jamie felt Sheila softening in his ass as he licked his Mistress’ pussy gently. Karen pushed him away, both in disgust and because her pussy was sensitive after the abuse it took from her fingers and Jamie’s tongue.

Sheila stirred after a while and pulled her long, slimy cock from Jamie’s ass in one long, slow movement. She flopped on the bed and sighed once more.

Jamie felt empty. His gaping ass-hole puckered and squeezed, but found nothing to grab onto but the cool air kissing his hot ass-hole.

“You’re a good fuck, Jamie,” Sheila said, “You too Karen.”

“Want to do it again sometime?” Karen asked her.

“Yeah!” Jamie exclaimed.

“Well, I’ll need a few minutes to recover, but sure, we can do it again!” Shelia said.

Karen sent Jamie to get some refreshments and they prepared themselves for a long, long night.

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James Descent into Cuckoldry 5 - Final (MF, M+FF, Spanking, Anal, Cum Eating, Forced Feminization, Orgy)

Summary – Jamie falls completely down the rabbit hole.

Previous Story Summary – James and Karen find another friend.

Note – This is a work of fiction, make-believe and fantasy. It is not based on real people or actual events. You must be of legal age to read this adult story. It is OK to have fantasies, but turning a fantasy into reality can destroy lives. Don't be a dick with other people's lives!

Jamie woke up to the sun shining through the window blinds. He was overly warm and found he had limited freedom to move his arms or legs. He tried to sit up and realized the reason for his discomfort. He was pinned between Karen and Sheila in the big bed. Sheila had her arm around Jamie protectively, and Jamie was cuddled up to his Mistress Karen. He wiggled and snaked his way out from under his strong lovers’ limbs - doing his best not to wake them - and went to the kitchen to get the coffee started.

Feeling the cum leaking from his well-fucked ass-hole, he quickly went to the toilet in his sexy, pink outfit, reliving the memories from last night as he relieved his bladder and wiped his ass.

Sheila certainly was a girl with something extra! And he had that extra bit up his ass and in his sucking mouth more than once yesterday. What a cum load she could shoot too! He licked his lips remembering how he had cleaned up his wife’s sperm-filled pussy.

Sheila soon joined him in the kitchen wearing his wife’s bath robe. She had found it hanging on the bathroom door.

“Good morning, sexy,” she said. Jamie quickly got up and poured her a cup of hot coffee. Shelia took it from him, set it down, and embraced Jamie, grabbing his ass and kissing him passionately. Sheila fingered his little dick and pinched his nipples playfully.

“You too at it again all ready this morning?” Karen asked. She had come into the kitchen just in time to watch her lovers making out. Jamie’s little sissy’s cock was hard and Sheila’s cock was slightly engorged, hanging low and thick.

Embarrassed, Jamie quickly fetched his Mistress her coffee. Karen was wearing a simple pajama top that barely covered her round ass and tasty cunt.

The three drank their coffee in near silence. Their conversation consisted of slurps, swallows, quick glances and shy smiles.

“Care for breakfast, Sheila?” Karen asked.

“Sure,” Sheila said, “What are we having?”

“We can do eggs and toast, or maybe pancakes?”  Karen stated.

“Pancakes, please,” she said, and then added, “With a creamy, white sauce?” She looked at Karen and Jamie and they all giggled, remembering their joke from last evening.

“You heard the lady,” Karen said to Jamie, “Get busy!” She pointed to the stove.

“Yes Mistress,” Jamie said automatically. He jumped up and began to cook. Sheila shook her head in amazement and Karen smiled, proud of her public display of control over her submissive, sissy husband.

Jamie soon had breakfast ready and placed three hot plates of pancakes before them.

“Aren’t you forgetting something, faggot?” Karen said, “The lady asked for creamy white sauce, so start jerking that pathetic little thing and give her what she asked for!”

“Yes Mistress,” Jamie said. He stood up and began to tug on his soft, little dick. He darted his eyes from his penis to his Mistress and Sheila, and then to the plates of pancakes before him. Karen began putting butter and syrup on hers and began eating.

“Hurry up faggot, before our guest’s breakfast gets cold,” she added smugly.

Sheila watched Jamie whacking his tiny, limp dick a while, thoroughly amused. She put butter on both of the remaining stacks and prepared them for Jamie’s sperm. “Maybe I can help,” she said, not wanting her food to get cold. She opened her robe to show off her breasts and thick cock, stood up and then knelt before Jamie. She began sucking on his puny dick.

“Tell her when you are about to cum, faggot,” Karen said, before biting into another forkful of pancakes.

Sheila sucked Jamie’s little pecker while he moaned and groaned in happiness. She slicked up a manicured finger and pressed it into Jamie’s ass. She prodded him, licked him and sucked him. She felt him getting agitated. He began to wiggle and squirm.

“Now!” Jamie said excitedly. Karen watched as her husband pulled his cock from Shelia’s mouth and jerked it over the food. “Ungh, ungh, eeeee-eee!” he squealed. He spurted three wads of fresh sperm, getting most of it on Sheila’s designated plate. He squeezed out the last few drops and wiped his oozing cock onto the food.

“Hmmmf!” Karen snorted, “That’s not much at all? Is that how you treat our guest, Jamie?”

“I’m sorry Mistress. I’m sorry Sheila,” Jamie said, his head hanging down. “I made cummies three times last night,” he said, trying to defend his small amount of ejaculate.

“Don’t be sad, Jamie,” Sheila said, “I’ll help you.” She stood up and pointed her hard cock at Jamie. He fell to the floor and began sucking. Sheila met Karen’s gaze and simply said, “I always get hard when I suck cock.” Karen simply sipped her coffee.

Jamie did his best to make Sheila cum. He sucked her cock, licked her fat, flared cock-head and deep-throated her. Jamie played with Sheila’s big, heavy balls and then probed her ass with his fingers.  The sounds of cock-slurping filled the small room. Jamie soon had Sheila ready to blow. He felt her cock swelling and getting even harder in his mouth. Regretfully, Sheila pulled her cock from him and began to jack off.

“Let me!” Jamie exclaimed and put his small hand on Sheila’s thick cock. He stroked her, amazed at the hardness and thickness of her throbbing member. He felt her cock twitch violently in his hand, and a massive spurt of cum left her piss-hole and splattered on her pancakes. To Jamie’s delight, Sheila put her hand on his and aimed the rest of her cum onto his plate. Blast after blast covered his breakfast with thick, white goo, painting his brown cake with warm, white cream. After the last spurt left her turgid cock, Jamie sucked it clean. Then, they sat down to enjoy their breakfast.

Karen, having finished eating, watched them eat their cummy meal. “What do you say, faggot?” she asked her husband.

“Thanks for all the cum, Sheila!” he said, “It’s delicious!” He placed a thickly covered piece in his mouth and chewed enthusiastically.

“You’re welcome Jamie,“ she said, taking a bite, “It is pretty good.” They laughed.

After breakfast, they said their good-byes to Sheila, promising to get together again soon. Jamie cleaned the kitchen and then attended to his wife as she showered. Karen left the house to spend her Saturday shopping and getting her nails done.

Jamie began his chores after first applying his special lotion to sooth his sore ass, cock and nipples. He inserted the large butt-plug, put on a pair of fresh panties, and then naughtily decided to attach his nipple clamps. Even thought his nipples were swollen and tender, he liked the gently tugging and pinching as he did his chores. He stripped the bed, started a load of laundry and then started the dishwasher. After vacuuming the house, he decided he needed a break and lay on the couch to watch TV and play with his little dick.

Jamie was getting close to cumming in his panties when he heard a gentle “tap, tap, tap,” on the front door. He jumped up and peered through the window to see Sheila’s car in the driveway. He thought about getting dressed, but since she had already seen him naked and dressed like a slut, he answered the door wearing his panties, nipple clamps and butt-plug.

“Hello, Sheila,” he said.

“Hi, Jamie,” she said, “I left my shawl here last night. Have you seen it?” Sheila was dressed for a night out, even though it was barely past noon.

“No, but come in, I’m sure it’s here somewhere,” Jamie said. He opened the door and let Sheila in. He was slightly embarrassed by his attire, but felt emboldened by the hot sex they had last night.

“Wow, you are dressed for a party, Jamie,” Sheila said. She flicked the heavy steel ball dangling on the chain between Jamie’s nipple clamps. He winced just a bit and smiled.

“I like to wear them when I do my chores,” he explained. “I’m wearing a butt-plug too,” he added shyly. Sheila hugged him tight and ran her manicured fingers over his ass. She felt the plug in his ass and gave it a push and a tug. Jamie moaned.

“You naughty, naughty girl,” Sheila said. She gave Jamie a sensual kiss and groped him. She cupped his tiny cock and balls through his panties.

“Uh, I remember you taking off your shawl on the couch,” Jamie said. Feeling very horny but a little uncomfortable, he led her into the living room. Sheila followed him and they quickly found her black shawl stuffed behind a couch cushion.

Uninvited, Sheila sat down. Jamie sat down opposite her. “You were pretty hot last night, Jamie,” Sheila said. “You really like sucking cock and getting fucked in the ass, don’t you?”

“Yes,” Jamie admitted, “I didn’t think I’d like it at first, but Karen has taught me to love sucking and fucking cocks and eating cum.” He flicked his nipple clamps and wiggled his stuffed ass against the couch. “You like it too, right?” Jamie asked, seeking reassurance.

“Oh, honey,” Sheila said, “The more cocks, the better! I’ve eaten more cum and fucked more cocks than I can remember. I started young, remember? I once sucked off eight guys at a poker game, and then they played ‘poke-her’ in my slutty ass for hours!”

“Wow,” Jamie said, feeling his tiny cock getting hard. He reached down and rubbed it, massaging his tiny cock-clitty.

Sheila watched Jamie playing with himself. She pulled up her dress and pulled down her panties. Her thick cock dangled from her purple panties. “Come over here and suck this for me, Jamie,” she said.

“Uh…,” Jamie said. He was not sure how his Mistress would feel about him sucking cock without her being present.

Knowing Jamie was a submissive bottom, Sheila waved her cock at him and told him very firmly, “I said get over here and suck my cock, Jamie.”

Jamie licked his lips.

“Don’t you want to wrap your lips around my fat, shemale cock, lover?”

“Uh huh,” James said, acknowledge his need.

“Then do it!” Sheila ordered, nearly yelling at him.

Jamie jumped up and got between Sheila knees. He began to suck and lick on her thick shaft greedily. Sheila’s cock hardened in his mouth. He removed it and admired his handiwork, licking it up and down and sucking on her heavy balls before slurping it back into his mouth. He bobbed his head on her fat knob and sucked her deep. The heavy ball on his nipple clamps swayed back and forth. The clamps tugged on his nipples, making them hard.

“Ahhh,” Sheila sighed, “You certainly know your way around a cock, faggot.” Jamie deep throated her shaft, trying to suck up the sperm from her heavy balls. He noticed she had called him ‘faggot,’ just like his Mistress did.

“Go get the lube, Jamie,” Sheila said, “I want to tap your fine ass again.”

Jamie looked up at Sheila, his lips still wrapped around her fat cock. He took his mouth away and said, “But…”

“Butt, ass, sissy-cunt, whatever you call it, I’m going to fuck it. Now, go get the lube, faggot, or I’ll fuck you without it!” Sheila looked angry, and, she was much bigger than Jamie.

Jamie jumped up to get the lube. He quickly returned and tried to hand it to Sheila. “No, you do it,” she said, “I don’t want to get my hands dirty.”

Jamie lubed up Sheila’s hard, fat cock. He then dropped his panties and tugged on his butt-plug until it slipped out of his gaping fuck-hole. Looking around for a place to put the filthy device, he started to set it on the table but realized his Mistress would be upset with him. He stopped and turned, obviously distraught.

 Shelia yelled, “Hurry up!” Startled, Jamie tossed his butt-plug on the couch, figuring he could clean up the leather before his wife got home. He plunged his slimy fingers into his ass-hole, getting it ready to be invaded by Sheila’s thick shaft.

To Jamie’s surprise, Sheila sat on the couch, her hard cock pointing at him, and she said, “Ride it, bitch,” Jamie whimpered and straddled Sheila’s long legs. Looking into her eyes, he raised himself above her cock and reached back to grip the shaft and guide it to his hole. Easily finding the entrance, he pushed himself down on it.

“Aaaaaahhhhhh!” he groaned as Sheila’ thick cock pushed into him. He spread his legs and pushed out his ass to ease the cock into him. Finally, he rested upon her lap, her cock fully inside of him. He placed his hands on Sheila’s shoulders and pulled himself up, then pushed himself back down. He began to fuck her gently.

“Oooohhhh, shit, that feels goooo-oooood!” Jamie hissed as the hard cock filled him up. He raised his ass up and down, fucking himself with long, full strokes.

Sheila grabbed him and kissed him forcefully, darting her tongue in and out of his mouth and smashing her lips against his. She leaned back and watched Jamie fuck his ass up and down on her cock. Seeing the ball on nipple clamps bouncing, she grabbed it and slowly tugged it. Jamie’s nipples stretched and pulled.

“Aaaa-ahhh!” Jamie grunted as his nipples sent shock-waves through his body. He fucked himself more slowly and deeper. One clamp popped off with a ‘snap!’ and Jamie flinched, looked at his breast and saw his nipple was puffy and red. Sheila continues to pull the chain and they watched his other nipple stretch even more, and more, until the clamp popped off. Sheila’s leaned in and sucked his sore tit.

“Mmmmmm-mmm!” Jamie groaned as Sheila devoured his breasts. He began to fuck her harder. Sheila started humping upwards, in time with his motions.

Sheila stood up, holding Jamie in her arms and fucked his small body with hard thrusts. She then tossed him on the couch. “Bend over!” she ordered.

Jamie bent over the couch and pushed his ass back towards her. Sheila shoved her fat cock all the way into him in one fast stroke. She then grabbed his small hips and began to pound his sissy-ass.

“Smack…, Smack…, Smack!” they heard loudly, each time Sheila’s hips slammed into his ass.

“Ohhh…., Ohhh…, Ohhh!” Jamie cried. Her cock pressed against his prostate, his balls tightened and sissy-clit began to spurt! “I’m cumming!” he cried as his dick flopped and bounced, sending his sperm flying in all directions. “Eeeeiii-iiii! Ungh! Ungh! Ungh!” he cried as his tingles washed over his tiny nut-sack. His orgasm was so intense, it made him wonder if he would ever cum again without the feeling of a hard cock pounding his ass.

“Where do you want my cum, faggot?” Sheila asked as she continued to slam his cunt, “In your ass or on your faggot face?”

“In my mouth!” Jamie panted, weakened from his orgasm.

Sheila pulled her cock out of his ass and Jamie quickly turned around and dropped to his knees. He scooted up close to her and opened his mouth. Shelia stroked her massive shaft and Jamie waited impatiently.

“Ahhh, take it, fag!” she groaned. A massive blast of hot sperm flew from her cock and splattered Jamie’s face.

“No, I want it!” Jamie cried and placed his opened mouth over Sheila’s spurting dick. Another thick surge of cum erupted from her shaft and into his sucking mouth. “Mmmmm!” Jamie groaned, rolling the goo around on his tongue. Another spurt and then another filled his mouth and he was forced to swallow or choke on it. Jamie played with Sheila’s balls, hoping to coax up more cum. Three more heave spurts filled his mouth and he sucked her cock gently, relishing her thick, copious amounts of sperm as her balls pumped a few more gobs of cum into his mouth.

“Ahhh, thanks, faggot,” Sheila said. She wiped her cock on his cummy face and picked up his panties to clean herself. She tossed his soiled panties at Jamie and said, “Tell Karen I’m free this weekend.” She put on her panties, smoothed her dress, grabbed her shawl and left.

Jamie sat on his knees in a daze. His cock oozed sperm and he felt the cum dripping on his face. Moments passed as he sat there stunned. His knees began to ache. His ass ached and felt empty. He heard the door open and close again, and assumed Sheila had forgotten something.

“Was that Sheila’s car just leaving,” Karen said loudly as she walked into the living room.

Jamie looked at her, still on his knees, his cock dripping onto the carpet. He tongue had been snaking out of his mouth to lick the dripping sperm on his lips, but he froze. He looked at his wife and saw her seething. He pulled his tongue back into his mouth.

“Jamie Fag-i-oli!” she screamed. “You have the nerve to cheat on me in my own house?”

“No! Mistress! It wasn’t like that!” he began shaking.

“How was it then?” Karen yelled, “You have her cum dripping off your face and your faggot clitty is dripping on my carpet!” She looked at the couch in horror. “You spermed on my new couch!” she cried. She saw his dirty butt-plug. “You left your filthy toy on it too!” Karen marched up to him angrily.

“She made me!” Jamie cried, “She just stopped by to get her shawl and she made me suck her cock!”

“She made you?” Karen yelled. “I doubt that! I bet you pulled her cock out of her panties and began sucking on it the minute she walked in the door, like the filthy, faggot slut you are!”

“No Mistress!” Jamie began to cry.

“What else did you do to her while your wife was out running your errands?” she yelled.

“She made me sit on her cock and ride it, and then she fucked me, really, really hard!” Jamie said sadly, looking for sympathy, but Karen wasn’t going to give him any.

“GO GET MY HAIR-BRUSH!” she screamed and pointed to the bedroom

“No Mistress!” Jamie looked terrified. He remembered the last time he had disobeyed her.

“Now faggot!”

Jamie whimpered and ran to fetch the hair-brush. He was going to get it now. Why, oh why, did he ever disobey his Mistress?

He returned, sniffling and wracked with sobbing. He handed Karen the hair brush and dutifully lay across her lap to prepare for his punishment.

“I’m sorry Mistress,” he said, really meaning it. He waited for his spanking, naked on his Mistress’ lap. His oozing cock pressed against her.

“You have to be punished for cheating on me and messing up my nice, clean house,” she stated simply.

She raised the brush high in the air…

 “Don’t you ever have sex behind my back again!”


“OWWW! No Mistress!”

“Don’t you ever sperm all over my furniture!”


 “OW-WOW! No Mistress!”

 “Don’t you ever leave your filthy toys in my nice, clean, living room!”


“OWWZIE-WOWZIE! No Mistress!”









The last swat caught Jamie’s nut-sack.


Karen pushed him off. He fell in a sobbing heap on the floor.

“Look what you did!” Karen yelled, “You got sperm on my leg! LICK IT OFF RIGHT NOW!”

Jamie sat up and crawled to his Mistress. He saw his slime on his Mistress’ leg where his pathetic cock had oozed on her. He lapped his sperm trail from her leg and thigh.

“Now the couch!” She yelled, pointed to his spermy residue splattered all over the couch. He climbed on the couch and licked it up too.

“I stepped in your cum!” she screamed. “Clean it up!” She put her heels in his face and he began to lick the soles of her feet.

“Now the tops!”

Jamie began to lick her shoes, groveling.

“Hand me your filthy butt-plug!”

Jamie gave it to her. She held it with two fingers and pointed it at him.


Jamie opened his mouth and Karen shoved the dirty butt-plug into his mouth.


Jamie sucked on the plug as his wife fucked his face with. He cleaned the butt-plug until it was shiny with his spit.


Jamie bent over and Karen forcibly shoved the butt-plug up his still lubricated ass.

“Now, clean this room! Wipe down my new couch and scrub the carpet!”

Jamie began to clean, sobbing and sniffling the whole time. He heard Karen taking a shower and knew he better stay away from her for a while. After the room was spotless, he sat on the couch quietly. He heard her finish her shower and then heard the blow-dryer running as she did her hair.  He waited patiently for her, wondering if she would punishment him some more. He planned to sleep on the couch tonight, to keep out of her sight until she calmed down.

Before long, he heard the ominous ‘click, click, click’ of her heels on the bathroom floor tiles. He heard the door slam and his wife stormed out of the bathroom. She was wearing her favorite party dress and her hair and make-up showed that she was ready for a night out.

“Where are you going?” Jamie asked, “Mistress?”


“Can I come too?” he asked, already knowing her answer.


The door slammed behind her. He heard her tires squealing as she pulled out of the driveway.

He had really done it this time, he thought.

“Jamie,” Karen slurred, “Wake-y, wake-y, fag-y, fag-y!” She poked and prodded Jamie as he lay sleeping on the couch.

“Wha…?” Jamie said, waking from a sound sleep. “What time is it?” he asked groggily.

“Time to wake the fuck up, Jamie.” Karen said, giggling. She grabbed his hand and pulled him of the couch. “Come to bed, cocksucker,” she sang, “I have a surprise for you!”

Jamie followed his drunken wife into the bedroom. “Strip!” she ordered. Jamie dropped his panties.

“Get on the bed,” she said, “On your side of the bed, faggot!” Jamie always slept next to the wall. He lay down as he was ordered. Karen set her bag on the bed and then shimmied out of her dress. She wasn’t wearing a bra.  She dropped her panties and they fell heavily on the floor. She crawled on the bed and immediately straddled her husband’s face.

“Eat me!” she said.

Jamie gave her cunt an enthusiastic slurp, wanting to please her, but suddenly stopped. Something was different... He sniffed her cunt as it heavily plastered his face.  Jamie smelled the unmistakable odor of male sperm! He rolled her thick juices on his tongue to confirm his suspicion. He tasted cum.  Someone had fucked his wife and filled her pussy with sperm!

“Karen?” he said sternly, “Did you have sex with someone?” He pretended to be angry. He was supposed to be angry, right? But, he had brought this on himself by cheating on her. The heady aroma of cum made his head swim. He wanted to shove his tongue into her slimy hole but somehow, surprisingly, resisted.

“I told you I had a present for you, faggot!” she slurred. She drunkenly sat on his face and loosened her cunt muscles. A large, thick gob of cum oozed out of her well-fucked hole and landed on his lips. She slid her pussy back and forth on his mouth, smearing his face with cum and pussy juice.

“Mmmmmph!” he cried, trying to get away.

 “Now, don’t fight Mistress,” Karen sang, “Or she’ll have to get the brush and paddle widdle Jamie’s faggy bum-bum!”

Jamie fell limp, not wanting another paddling.

“Now EAT ME!” Karen yelled and humped her husband’s face again.

Jamie whimpered and opened his mouth, again defeated. He began to lick his Mistress’ pussy; tentatively at first, then he tongued her deep, feeling the slippery, slick discharges in her well-fucked cunt. Another gob of cum slipped into his opened mouth.

“Oh, yeah, that’ it!” she moaned. “Clean up all that nasty sperm from my poor, tired pussy! I had three of them tonight, faggot. Three loads of hot, creamy cum in my pussy for my faggot husband to slurp up. Unngghhh!” she groaned and said, “Aren’t I good to you, baby?”

Jamie licked her tender cunt, humiliated, but savoring the thick sperm and swallowing it down. Gravity forced more and more sperm from her cunt. She ground her slimy pussy on his face as she groaned. “All three hard, thick cocks fucked me Jamie. Bigger cocks than you ever could give me. I came all over their cocks like a wanton slut, faggot.” She slid her ass over Jamie’s face and he began probing at her bung-hole, as she liked. ”One of them fucked my ass too, so make sure to get it all out!” He immediately plunged his tongue into her ass and began to clean it too. He could taste her ass, sperm and the foul taste of the lubricant she had used. He slurped and sucked her pussy, trying to clean up the slick, gooey cum.

He heard her rummage in her bag as he worked on her cunt and ass. Karen began to play with his cock.

He moaned and licked her furiously; she must have forgiven him!  He slurped her tasty fuck-hole and ass as she played with his cock. He soon felt something hard and cold encircling his balls, pinching them tight. What was this, some kind of new toy? Then, he felt his tiny cock squished and squeezed. Finally, he heard an ominous ‘click.’

“There, that should keep you from cheating on me again!” Karen declared triumphantly.  She fell off of her husband and giggled uncontrollably. Jamie sat up and saw his cock encased in a tiny, pink, male chastity cage! A small lock held it secure.

“Karen?” he said worriedly, looking down at his caged cock.

“Don’t even think about trying to take it off.  Your tiny nuts will probably tear off with it!” she laughed. “Besides, you don’t even need your cock any more. All it does is flop around when you get fucked anyway! I had to go to three porn shops until I found one small enough!” She laughed.

“I know I deserve it - for cheating on you - but…, but…, you’ll take it off when we have sex, right?” he asked.

She howled with laughter. “Sex…? With you…?  And that that pathetic little thing you call a dick…? HAHAHAHAHAHA!” She pointed at his locked-up cock. “It was already useless to me Jamie, and with all the real cocks I’ve had lately, I don’t even want to see your cheating, limp, faggot, pinkie-dick again! Let alone have sex with it!” She laughed at him cruelly, the alcohol buzz fueling her anger. “You silly, pathetic excuse for a man!” she screamed.

He looked at her and then at his caged cock and began to sob. What had he become? He had turned into a cum-eating, submissive sissy-faggot whose only thoughts are about pleasing his Mistress, eating her spermy cunt and sucking and fucking hard, throbbing cocks!

“Now, go get back on the couch. I’m going to bed!” She noticed her panties on the floor. She picked them up as Jamie was about to walk out.

“Hey, faggot!” she said loudly.

“What?” Jamie replied, turning to face his strong willed wife.

“Here, for a midnight snack later!” she tossed her cum-soaked panties at him. He caught them, felt their weight and immediately brought them to his nose to sniff their aroma. He glanced at Karen and saw she was watching him. He turned around and left, humiliated once again, carrying the heavy panties in his hand. He heard Karen giggling as he shut the door.

Jamie lay on the couch, softly sobbing. He thought about leaving her but realized he was nothing without her. He sucked on her wet panties and fell asleep with the sperm soaked garment on his face. His cage kept his small cock from getting hard.

The next morning, Karen slept late and Jamie had time to inspect his new chastity cage. He was locked up tight and Karen was correct as always; he would probably hurt his balls real badly if he tried to take it off. His poor little nuts were encircled by a small ring and his tiny, soft cock was stuffed inside short a plastic tube with a wide slit in the front for his urine to escape. A small, brass padlock held everything secure. He had become aroused last night while he slept; dreaming of fat, thick cocks, but his own tiny clit began to hurt and couldn’t get hard. The hard plastic pulled on his balls and his tiny dick was squeezed tightly by the cage.

Karen finally awoke and Jamie served her coffee. She smiled at the hard lump in his panties. “Nice man-bulge,” she said giggling. He noticed she was wearing a thin necklace with a small key hanging from it. “Let me see it!” she ordered.

Jamie pulled down his panties and showed his Mistress his cage.

“It looks darling on you Jamie!” she snickered. “It even makes your tiny, faggot dick look bigger!”

“Are you really going to make me wear this, Karen?” He asked his wife. She glared at him menacingly. “I mean, Mistress.” He looked down at the floor.

“Since you’ve shown me you can’t be trusted, yes, absolutely,” she said. “First, you cheated on me with that sissy-bitch Sheila, next thing you know, you will be going down to Rapunzel’s and sucking and fucking strange cock in the alley!”

“I wouldn’t!” he cried in horror.

“I know,” she said, “Not now anyway.” She finished her coffee while he cooked her breakfast.

He served her and sat down at the table, his head down and glancing at her furtively.

“Things are going to be different around here, Jamie,” she said. “Since you cheated on me, I have the right to cheat on you. It’s only fair, after all.”

“I guess..,” Jamie agreed.

“So, this is how it is going to be; you can stay married to me and continue to live here, as long as you do everything I say – and I do mean everything! Cooking, cleaning, the laundry, whatever I demand.”

Jamie already did those things. “Yes, Mistress,” he said.

“And, since I know what a real cock is like now, I will continue to fuck anyone I damn well please! If you don’t like it, you can get the fuck out of my house!”

“No Mistress!” Jamie said, panicked at the thought of being out on the street. “I want to stay!” he whined.

“Good,” she said, smiling behind her coffee cup.

“And, if you behave, and be a good little faggot, I’ll give you lots of warm, creamy cum to lick out of my cunt.”

“Yes Mistress,” Jamie said, encouraged.

“Maybe I’ll even bring home a few fat cocks for you to suck and fuck - as long as I’m finished with them, that is,” she smirked.

“Thank you, Mistress,” Jamie said cheerfully, looking up at his wife. Maybe it wouldn’t be so bad after all!

“However, if you don’t behave and fail to follow any of my orders, I’ll paddle your little faggot ass until it is redder than my sluttiest lipstick, and then throw you out on the street!”

“Yes Mistress,” he said, “But, Karen…, Mistress? Can we still have sex sometimes? Once in a while, maybe, if I’m good?” he said sadly, looking at her hopefully.

“Don’t be silly, of course not!” she said. “I couldn’t even feel your little cock before, let alone now. Besides, you know you love cocks and cum more pussy anyway,” she said, “So, what is it going to be faggot? Stay here and be my cuckold, faggot slave, or get the fuck out?”

“I’ll stay, Mistress,” he said sadly, afraid to leave her, but excited by the promise of getting her sloppy leftovers. He knew he could never please her with his cock anyway.  It was a small price to pay.

“Good!” Karen said, “Now, get out of my sight until I call you again.”

“Yes, Mistress.”

From that point on, Jamie was banished to sleeping on the couch until his Mistress turned his den into a pretty, pink bedroom. He was glad to have a proper bed again and thanked his Mistress profusely. She claimed she only did it to save her couch from getting ruined.

He spent his weekends waiting for his wife to come home to give him a special treat. He would eat her cummy-cunt until all the sperm was cleaned from it. Occasionally, Sheila would visit and she would let him suck Sheila’s cock until it was ready to fuck her. He once sucked her so good he received a surprise mouthful of warm, thick cum. His paddling was worth it, he decided.

As time passed, Jamie’s nipples became even more tender and puffy; even the flesh behind his areolas began to swell. He finally got up the nerve to ask his wife about them once again.

“Did you talk to the doctor about my ‘problem’ yet Mistress?” he asked, touching his breasts.

“Oh, I had to cancel my appointment, and now I can’t get in for another three weeks!” she said. He looked forlorn. “Oh, I’m sorry,” she said, “Here, I’ll make it up to you!” She pulled the chastity cage key from around her neck. “Care for a wank, faggot?” she teased. Karen usually only let him out of his cage on Sunday, to wash his faggot-parts and let him make cummies on his pancakes. Jamie thanked her.

Weeks went by and Jamie again asked her about his tender breasts. “Mistress, I think there is something wrong with me. My hair and skin have been feeling so soft, don’t have to shave nearly as often as I used too!” he said, “And I’ve been so emotional lately!

“I think my cock balls are getting smaller too…” he added softly.

“How can you tell,” she teased. Seeing the hurt look on his face, she relented, “Ok, I have an appointment with the doctor this Friday and I’ll ask her about your silly nipples, satisfied?”

“Yes Mistress, thank you!” he said. “Oh, and Mistress Sheila wanted to know if she could have a key to my cage too?”

“Did you put her up to this, faggot?” Karen asked sternly.

“No Mistress, you can ask her!” Jamie’s eyes grew wide with fear.

“I will.” Karen said simply.

Friday night after work Karen came home and Jamie met her at the door.

“What did the doctor say, Mistress?” He was really worried about his breasts and genitals.

“Uh, well,” she began, “I don’t know how to tell you this, you better sit down.” Jamie sat down and looked at her, fearing the worse – cancer or some other horrible disease!

“Here goes!” Karen said, and took a deep breath. “The lotion you have been using was a prescription for me. I didn’t know it, but, you have been using female hormones for months now.”

“What?” Jamie said, “Female hormones?”

“That’s why your nipples are swollen – you are growing breasts.”

“Oh no! I’ll have to stop using it then!” Jamie grabbed his slightly pronounced, developing titties. “When will they get back to normal?” he said, his voice rising in alarm.

“Uh, sorry, Jamie - it’s too late. The doctor said it is irreversible. She gave me these pills for you to take; testosterone blockers; though I can’t believe you are making much with those little balls. She also gave me a supply of needles for hormone injections. They also have a patch, suppositories or a lozenge, but I feel the shots are better for you. Your mom had big tits, you should be able to grow a nice fat pair too!“

“WHAT?” he said. “I’M GOING GROW TITS?” he looked down at his chest, imagining a huge set of cock-magnets protruding from under his shirt.

“Look, I know it is a big change for you, but you will make a better girl than you ever could a man,” she said, trying to cheer him up. “Besides, you like being a girl. You like to do girly things like cleaning and shopping and getting all pretty and sucking and fucking hard cocks! Now, you will have breasts to go along with it. Guys love tits, and you won’t have to use those fake breasts anymore. It will be fun!”

“But, but, but…,” Jamie was torn. He was excited by the thought of having a real set of breasts to play with, but nearly devastated to see the last shreds of his masculinity leaving him.

“What will the guys at work say?” He said, thinking of walking into his office with a pair of breasts behind his jacket. The tape they were using now was barely enough to hide the growing buds on his chest. He looked down at his protruding nipples and swollen breasts, wondering how big they would get. The guys at work were already teasing him about his long hair and his girlish looks. He would be teased even worse than when he was in high school!

“I thought about it on the way home. You can quit work, if you want, since I make enough for both of us.”

“But, what will I do for money?” he whined, playing with his nipples.

“What do you need money for, Jamie?” Karen said, “You don’t have any friends and you never go out. If you want some nice things to wear, I can give you an allowance, or maybe you can work from home! I hear there is a lot of money in porn? Maybe you and Sheila could do sissy-shemale web cams?

“And, you like to suck cock. There is money in that too. That way, whenever you want something nice, like new, pretty clothes, panties, bra, or a new dildo, I can pimp you out! Guys are always willing to pay to get their cock sucked! You will be doing what you love and get paid for it too!”

Jamie’s head was swimming. It was all too much for him. But, his Mistress was strong enough for the both of them. He sighed.

“OK,” he said, accepting his fate, knowing he was starting a new journey in life. He was a little scared, but maybe this was the path he should have followed a long, long time ago.

“Good boy! I mean good girl! Come on, let’s go out to celebrate!” Karen said cheerfully, “Go get made-up and put on your pretty clothes. I’ll take you out and maybe we can go shopping? I know! We can get our hair and nails done together! Won’t it be fun? My treat!”

“Yeah, sure!” Jamie said cheerfully. It did sound like fun! He was excited!

The girls had a nice time. It was the first time Jamie ventured out in public dressed like a woman. His Mistress bought him some sexy clothes and they both got their hair and nails done. Karen even bought Jamie some new make-up at the mall and he received professional tips from the make-up artist. He looked very hot and sexy. He noticed the long glances he received from a lot of men and realized he had never had looks like that from women! Being a girl might not be so bad after all!

Karen took Jamie out dancing that night and showed him how to spot the men with the biggest cocks. Jamie soon got the hang of it, and the two compared their observations with each other, giggling and getting tipsy. They danced together and enjoyed the stares from more than a few men. After a bit, Jamie got up to use the restroom. He quickly found it down a short, dimly lit hallway. He opened the bathroom door and noticed a man at the urinal looking at him in surprise. The man half-way turned around and Jamie noticed his thick cock and strong urine stream.

Jamie reached down for his zipper as he walked to the urinal and fumbled around a bit when he felt soft material instead of his cold metal zipper! Only then he remembered he was wearing a dress and make-up.

“Uh, sorry!” he said, “Wrong room!” He left very embarrassed and quickly went into the ladies room to relieve himself, locking the stall door firmly.

He told Karen about his mistake when he returned to their table. “Oh, that is so precious, Jamie!” Karen laughed. The two giggled about his public embarrassment for a bit and were discussing the man’s cock size when the barmaid brought them over two more glasses of wine.

“We didn’t order this,” Karen said to her firmly, not intending to pay for the drinks.

“Compliments of the gentleman at the bar,” the barmaid told them, indicating a good looking young man at the bar. He quickly waved to them.

“That’s him!” Jamie said. To his embarrassment, Karen waved the man over.

“Thank you for the drinks,” Karen said. “I’m Karen, this is Jamie.”

“Hello Karen, hello Jamie,” he said, and sat down at the table between them. “My name’s Ken.”

Karen laughed out loud. “I’m not laughing at you, Ken,” she said. “It is such a funny coincidence, Jamie used to have a boyfriend named Ken!” Karen and Jamie remembered Karen’s alter ego ‘Ken’ and his big rubber cock.

“I hear you already met Jamie in the men’s room,” Karen said, giggling, “She was just telling me about her little mistake and how she liked your cock.” She added, in a sultry, soft voice; “She said you had a nice fat one!”

“Karen!” Jamie replied, mortified.

“Oh, she liked my cock, you say?” Ken said, thinking tonight was his lucky night.

“Oh, she loved it!” Karen said, “Didn’t you Jamie?” She took a big gulp of her wine. Jamie followed her lead.

“Er, um, it was nice,” Jamie said, turning red and nearly draining his glass. “Can we, uh, change the subject, please?”

“But you like talking about cocks, Jamie!” Karen said. She turned to Ken and added, “She is such a slut! All she ever thinks about is cocks, cocks, cocks!”

“Karen!” Jamie said.

“A toast, to cocks!” Ken said, hoping to get the ladies drunk. He held out his glass and Jamie and Karen toasted with him.

“Fat cocks, skinny cocks, and hard throbbing cocks in my tight little pussy!” Karen said, “To cocks!” She drained her glass. Jamie did the same, feeling flushed.

“Jamie really feels bad about embarrassing you,” Karen said, taking Ken’s hand and pressing it into Jamie’s. “In fact, she wants to thank you personally for buying us drinks, and apologize for barging in on you a while ago.”

“What does she have in mind?” Ken said, raising his eyebrows and speaking to Karen, the obvious leader of the two.

Karen turned to her husband. “Jamie, why don’t you take Ken out back and suck his cock? There is a nice dark alley back there.”

Jamie’s eyes grew in surprise. He knew he had to obey his Mistress, or else. His tiny cock lurched in its cage.

“What about my friends?” Ken said, pointing to the bar where a group of men were hanging out, watching his conversation with the two, pretty girls.

Karen whispered in his ear a bit and ran her fingers up his arm and to his shoulders. She then said loudly, “Bring them if they are interested!”

Karen led Jamie out the back door and into the alley. “But Mistress!” Jamie said, pleading with her. He felt apprehensive and degraded; being forced to suck a strange man’s cock in an alley!

“Shut up faggot,” Karen told him. “Get on your knees next to this dumpster.” Karen directed him to a place where his actions could be at least partially concealed from casual observation. Jamie started to comply. “Don’t ruin your clothes, I just bought them!” Karen said sternly. Jamie quickly found a piece of nearly-clean cardboard and kneeled upon it. Ken and his friends soon stumbled out of the backdoor, raucous and loud, into the dirty, dimly lit alley.

“Jamie is waiting over there for you, Ken,” Karen said, pointed to her submissive sissy-slut. “Now, thank the nice man properly, Jamie,” she directed.

Ken and his friends walked over to Jamie. Ken positioned himself in front of Jamie and looked down at what he assumed was a slutty, cock-sucking female.  Seeing Ken hesitate, Jamie reached up fumbled for his zipper. Ken quickly helped and undid his belt. His pants fell to the ground. Jamie reached up and pulled down Ken’s underwear. He was rewarded with a close-up view of Ken’s half-hard cock. Jamie began to stroke it and then engulfed it with his mouth.

“Oh, you fucking slut!” Ken groaned. His friends chuckled. Ken felt the blood being pulled into his shaft and, after Jamie sucked his entire cock into his mouth and tickled him with his tongue, Ken quickly hardened. He thrust his cock deeper into the slut’s mouth, not caring about whether she wanted him to or not. She was nothing but cock-whore after all.

Jamie began to suck him in earnest, bobbing his head and licking Ken’s thick, spongy, cock-head. “Mmmmmm,” Jamie groaned, tasting some pre-cum. He sucked and bobbed and licked. He reached up and tickled his heavy ball-sack with him manicured nails and began to deep-throat him.

The other men gathered around the two of them, their cocks hardening, making lewd comments. The sounds of Jamie’s wet, sucking mouth and the heavy breathing of the five horny males echoed in the dark alleyway.

“Slurp, slurp, slurp, slurp, slurp, slurp, slurp, slurp.”  Jamie’s head rhythmically bounced up and down on the fat, throbbing cock. He grabbed the cock with one hand and stroked it in time to his sucking. He wrapped his hand around it, twisting and stroking the fat shaft. His clitty tried to get hard in his cage. His panties grew damp with the pre-cum oozing from his piss-slit.

“Slurp, slurp, slurp, slurp, slurp, slurp, slurp, slurp.”  Jamie continued, pleasuring the penis in his warm, wet, mouth, encouraged by Ken’s sighs of enjoyment.

“Oh, you slut, you fucking slut!” Ken groaned and started to fuck Jamie’s face. His balls tightened and he blasted his thick cum into Jamie’s mouth. “Ungh!” he grunted, unloading his pent-up baby-juice. Spurt after spurt erupted into Jamie’s sucking hole and he swallowed it down greedily.

Jamie guzzled the entire heavy load, and, with a satisfied smack of his lips, inspected the cock for more cum. He squeezed out the last drop, licked it, and then looked around.  The other men either had their cocks out stroking them, or rubbing their hard shafts, silhouetted in the dim light through their tight pants.

“Fucking slut knows how to suck a dick!” Ken said to his friends as he pulled up his pants. Jamie smiled at the raunchy but sincere compliment.

“Don’t be shy boys!” Karen said loudly, “Who’s next?” A large, burly man stepped forward and waved his cock in front of Jamie’s face. Jamie grabbed it and quickly wrapped his lips around it. He slobbered all over the thick, meaty flesh and began to repeat his performance - sucking and stroking the man’s hard cock and fondling his heavy, cum filled balls.

“Slurp, slurp, slurp, slurp, slurp, slurp, slurp, slurp.” 

“Aw shit,” his Mistress Karen groaned, “This is so fucking hot!” She lifted up her skirt and rubbed her pussy as she watched. Then, she dropped her panties and the damp cloth fell around her ankles. Some of the men turned to her voice and saw her dark panties lying in a heap at her feet in the dim light, almost like a shadow had fallen over her feet. She kicked them off with a smooth flick of a high heel, took a wide stance and flipped up her skirt, showing her round, full, naked ass. She braced herself by placing her hands against the cold brick wall.

“I need somebody to fuck me!” she said loudly, “You!” she pointed to a man with huge, hard member, “Come here and fuck my little cunt with your big, fat cock!”

Karen shook her pale ass impatiently and the man quickly got behind her.  He could smell her hot scent wafting up from her dark crack. He dropped his pant and squatted low to line up his cock. He grabbed his hard dick and slid his fat cock-head up and down her slit, getting it slick with her juices. He paused a moment to gaze into Karen’s eyes as she turned back to look at him. He plunged his thick cock deep into her with a single thrust of his hips. He smiled as her eyes widened and her mouth opened involuntarily as she gasped in surprise and pleasure.

“Ah, yes!” Karen moaned, feeling her cunt stuffed with hard cock.  Her pussy-lips were spread wide and her hard clit became exposed. “Unngh! That’s what I needed! Now fuck me! FUCK MEEEEE!” The man began to plow his cock into her tight hole. “Mmmphh, mmmphh, mmmphh!” she grunted as the man fucked her hard, disregarding all niceties. She relaxed her body and began to rock back and forth to his thrusts. Karen began to hum to herself as she was being fucked, “mmmmm, mmmm, mmmmmm!” she hummed, and then ground her wiggling ass against him, pushing his cock in deep and spreading her hole wider. “So fucking good!” she exclaimed, nearly drooling from her excitement.

Another man grew impatient and pulled on Jamie’s arm. He placed Jamie’s hand on his hard shaft and made Jamie stroke his cock while he waited for his turn with Jamie’s mouth. Soon, Jamie was stroking two cocks while still sucking on the third. He felt the cock in his mouth stiffen and it began to spew its thick, bountiful load. “Mmmmph!” Jamie exclaimed in pleasure. However, not being able to keep the cock pulled tight to his face with his hands, the fat shaft slipped out of his mouth as he was pulled about by the other two men’s humping motions. Fresh sperm dripped out of his mouth and plopped onto his dress. With cry of alarm, Jamie opened his mouth wide and tried to capture it again, bending forward and to the left, then the right. With the still spurting cock free, Jamie took a huge blast onto his check before he could corral the spewing flesh back into his sucking, swallowing orifice.

Jamie finished pleasuring the man and the cock was pulled from his lips. He looked up at the man, hoping to receive a small grunt of satisfaction in recognition of his efforts, but the man had already turned his back on him. A both cocks were pulled from his hands as the men jostled for position in front of him. With a quick push, the larger man one and slapped Jamie with his hard, wet cock. Jamie began sucking on it enthusiastically, rewarding the victor. The other man noticed that Karen’s pussy was free and scurried over to fuck it.

Karen had already cum all over her first cock and was about to cum again when she felt the hot sperm blasting her pussy walls. The man pulled her tight, grunted a few times and filled her up with cum. When spent, the man pulled his cock from her unceremoniously. Her gaping hole clenched a few times, dripping fresh cum onto the ally. The loser of Jamie’s cock-sucking mouth grabbed her hips to hold her in place, and then shoved his hard cock into her used, slimy hole. Karen came one more time and received another huge deposit of hot sperm into her loosened pussy.

By that time, Ken had recovered and took his turn with Karen. He fucked her long and hard. She came again with cum oozing out of her spasming pussy.

More men stumbled out of the backdoor of the bar after hearing the stories of the ‘two sluts in the alley.’ Karen firmly informed the men that she was finished for the night, having already had three hard cocks banging her pussy. Her cunt was sore and tender. She instructed the men to line up in front of Jamie and directed the action from a short distance away.

Jamie was focused only on the cock in his mouth or the ones in his hands. A few spurted on his face and hair as he stroked them off. He sucked and swallowed load after load until his belly was full and hands were empty. Finally, the last cock left his slurping mouth. He watched the man put away his still oozing cock and zip-up. The man walked away, leaving Jamie alone, covered in cum, and beginning to shiver from the cold. The warm sperm on his face began to cool and he wiped it up and licked his fingers. He got up on his feet on his shaky knees and noticed his Mistress stuffing a huge wad of bills into her cleavage. “A few more blowjobs and you  might have paid for your clothes and dinner too,” she said to him shortly, noticing his stare.  “You can pay me the rest later, faggot.”

She made Jamie walk back through the bar, his face, hair and dress covered with cum. The bar erupted, cheering the two sluts and giving them a standing ovation. Karen knew she would never have to buy a drink in that bar again.

Jamie cleaned his wife’s tired cunt with his tongue that night and thanked her for a fun night out. Karen took pity on her faggot and let him out of his cage for the night. Jamie stroked his tiny cock three times that night and again in the early morning, reliving his special night out and slurping up his cum in the quiet confines of his pretty, pink bedroom.


A year passed. Jamie developed into a sexy, vivacious woman. Her hair grew long and luscious. Her breasts were full and firm. Her ass and hips were round, and her skin was soft and silky. She spent her days cooking and cleaning for her Mistress. She spent her nights licking her Mistress’ cunt or fucking Karen with dildos until she was satisfied. She spent her weekends hoping Mistress would bring home a gooey ‘treat’ after her night out.  She pranced and danced through the house, happily doing her chores, while she longed for the ‘special’ nights when her Mistress would humiliate her in front of strange men and force her to satisfy them.

One day, Mistress ordered her to clean the house thoroughly, prepare some hors d’oeuvres, and get ready for a party. She told her to make sure her ass-pussy was clean and ready for use. Karen provided her a skimpy maid uniform to wear that evening.  Her breasts were nearly falling out of the tight, black top and her soft ass was framed by the skimpy black skirt, trimmed in white. High-heels, black stockings, garters, and black cap completed the ensemble. She wore a black chastity cage and a black, studded butt-plug. Both were visible as she pranced about and bent over to perform her chores.

Mistress Karen’s guests began to arrive and Jamie met each of them at the door with a small curtsey. She made sure each person had a drink and something to eat. She happily noticed the guests were all male. They groped her freely as she scurried about. Jamie recognized Ken and some of his friends from the bar that glorious night and a few other faces his Mistress had made him pleasure on their infrequent outings. His good friend Sheila was the last to arrive. They squealed at each other like little girls.

After everyone had settled down, Karen stood up made a short speech. To Jamie’s surprise, she announced that the party was for him! A Cumming-out Party for her sissy, faggot, cock-sucking, cum-guzzling slut! Jamie was so happy and embarrassed! She received a round of applause from all the men in the room. Even her Mistress clapped for her!

Karen instructed everyone to have their way with Jamie, any way they wished, and for as long as they wanted. She and Sheila would help out anyway they could. She instructed Jamie to put some porn on the large screen TV and then do a slutty dance for the men. Jamie danced sensually, as if she was alone in the room, as she had done so many times before. She showed off her soft ass and full breasts. Before long, someone grabbed her and pushed her to her knees. A huge cock slapped her face and she began to suck it.

Someone else pulled her legs apart and replaced the butt-plug in her greasy ass-cunt with a hard, throbbing cock. Jamie looked around and saw Sheila and Karen both sucking cocks too. Soon all three of the girls had a cock in their pussy and another in their sucking mouths.

Jamie was fucked hard and repeatedly until she squirted into his little cage. She sucked cock after cock until her belly was full, and, when she belched, she tasted sperm.  She coaxed a tired, wilted, cock hard again for Karen and then licked them both as his Mistress was fucked. Jamie cleaned both of them afterwards.

They each took cock after cock until they were sore and tired, and then they sucked and fucked some more. The men left them covered in cum, exhausted on the floor or sprawled out on the cum-covered couch.

Jamie cleaned their pussies for them and the three took a long, hot shower before crawling into bed. Jamie lay between them, their strong arms around him protectively.

“Thank you Mistress Karen, thank you Mistress Sheila,” he said gratefully.

“Good night, faggot,” they said in unison.

Jamie smiled, content with his place in life, and soon fell asleep.

© Copyright Undeniable Urges, 2015 - 2019. Unauthorized use and/or duplication of this material without express and written permission from the author is strictly prohibited. Excerpts and links may be used, provided that full and clear credit is given to Undeniable Urges, with appropriate and specific direction to the original content.

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