This is from Rachael's recent Mixed Bag collection, contributed by one of the people who live in my head. I'm going to be posting Mixed Bag in its entirety after the holidays to ASSM and in the meantime, I'm just throwing bits and pieces here and there. Like this one. It's a fun little story and I hope you'll enjoy it. -rache
Mixed Bag - Chapter Forty Two
Blind Date
by T.S. Severe
I wasn't very enthusiastic, but then again, I wasn't doing this for me. I was doing it for my parents, since I was largely a coward. It's one thing to be openly lesbian at college, quite another to come out of the closet and tell Daddy he'd never get to walk me down the aisle and give me away. I'd have to tell them sometime, I knew that, but not today.
So I was going on another blind date, one that my mom had set me up with, and while the dates themselves were hopeless, they were useful, proving to the woman that I was in fact heterosexual. Maybe. The guys she hooked me up with though…I could have been Betty Crocker reincarnated and it wouldn't have worked out. Mom really needed to make friends with women who had intelligent children, you know?
Ding-Dong
That was my cue and I was dressed like I hadn't been since my last blind date. A real dress, emerald green because that was my color, supposedly. High heel shoes, some real silk stockings with a garter belt of all things. Panties bra, blah blah…I looked straight and I was pretty enough. Guys liked me a lot, that wasn't ever an issue. Girls liked me too, some girls, and that was an issue I exploited to full advantage. Fuck! I loved fucking other girls and I was a serious dyke. Give me a soft little femme with a sexy name like Barbie and I was hot for it! Give me a tall, dark, handsome man like…
"Ted? Hi," I smiled and he looked just like I'd expected. He looked like a guy. "Uh…You are Ted, right?"
"Hi, Rachel?" He arched an eyebrow and when I nodded he handed me a flower, one of those red ones.
"Oh, a red flower," I blinked at it. "Thanks."
"Yeah, a rose," Ted cleared his throat. "Can I come in or do you want to go right away, or…?"
"Oh, shoot. Sorry," I made a little face. "I was looking at the…Yeah, come in. Please."
"Great," he drew a breath and I got the impression that he'd been through this before.
"I just need to get my shoes on and, uh…Oh, lipstick…" I giggled, like how would I ever forget that? I hated wearing lipstick! I hated giggling. Who was I trying to fool?
"Nice place," Ted told me, standing in the middle of the living room.
"Thanks, it's my sister's," I nodded, playing patty cake with my lips in the mirror in the hallway, just around the corner. "I stay in the dorm mostly."
"Cool," he said. "Me too, I don't get out a lot. You do a lot of blind dates?"
"Me?" I laughed. "Only when I have to."
"Oh," he coughed lightly and I realized that hadn't come out right.
"I mean, my mom likes to set me up once in awhile, so…"
"Right, yeah," he was nodding when I came back around the corner. "Mine too. This is my third one."
"My fourth," I grinned at him. "Now where's my shoes?"
"That's a great outfit you're wearing," Ted told me as I found some heels in the closet, my sister's shoes because I didn't wear such things normally.
"Oh this?" I looked at him. "You think so?"
"Yeah," he smiled. "It's really lovely."
"Huh," I shrugged. "You know a lot about women's clothes or is that just a man thing?"
"A man thing?" he wondered.
"Yeah, you know, tell the girl she looks nice but does she really?" I sort of wagged my head at him and I was being a little mean maybe.
"Hmmmm, you don't seem like a girl with confidence problems," Ted told me and that made me look up sharply.
"What's that mean?" I asked him, kinda frozen in the act of putting on my left shoe.
"I mean, it's a great outfit," he shrugged. "It looks nice on you."
"Oh," I grinned at him. "Okay, sorry. I thought you meant I looked great in it."
"This is going to be a fun date," Ted laughed. "I can tell already."
"Okay, let's get something real dirty and personal out of the way and we'll see what happens," I suggested, fixing the strap on my other shoe.
"Dirty and personal?" Ted smiled at me.
"Yeah anything, like ask me something. Anything at all about anything and I'll ask you something," I licked my lips. "Just one question and then we have to be nice again."
"So you're not going to ask me a nice question?" he chuckled and straightened his tie.
He was a flashy dresser for a man, sort of a mustard suit in silk with olive trimmings, it was cute more than just manly and I liked that look. I especially liked his ponytail, his long black hair pulled back from a rather pretty face and it made the whole thing look cool. I sort of wondered what I'd look like in his suit, because I did own more than a few of my own. I loved dressing as a man; women's clothes are so completely boring.
"I dunno. That's up to you," I smiled.
I stood back up slowly, straightening the seam of my left stocking and the man's eyes never left mine. I wondered what that meant. Well, I knew what it meant and I didn't like it. He was more interested in me more than he was my body, always a bad sign.
"You go first then," he offered. "Since it's your game and all."
"My game?" I grinned. "Okay, have you ever been friends with a girl you didn't want to fuck?"
"Definitely," Ted smiled and he didn't even have to think about it which made me blink and I wasn't sure I believed him.
"Well, have you ever fucked a girl you didn't want to love?" I asked and he laughed.
"Gee…I'm sorry we're out of time for this round!" he shook his head. "My turn?"
"Hmph," I gave him a little frown, but I couldn't hold it very long before the corners of my mouth went up.
"Have you ever been friends with a man you wanted to fuck?" he asked me.
"Oh," I sighed. "What's good for the goose…"
"You started it, Rachel," Ted laughed. "I'm just along for the ride."
"No, I've never been friends with a man like that," I said, grabbing my jacket. "Have you?"
"Heh!" He opened the front door and shrugged. "I hope you like seafood."
"Oysters? On a first date?" I laughed at him.
"I may never get another chance," he smiled, waiting while I locked the door.
Dinner was very good, down by the waterfront and we did indeed have some oysters and beer, which was almost amazingly fun. I started wondering if someone was playing a practical joke on me because I'd known a lot of guys, even had male friends, but Ted was…different. There was something to him, and not just his personality. That alone was giving me a thrill because as fast as I wanted to go, in whichever direction, he kept right up and that was making me hard up for a stumper, you know? Something that would just drop his jaw and make those pretty hazel eyes of his go big.
"Do you dance?" Ted asked me and we were just walking around after dinner, looking at the arcades and tourist shops there at the piers.
"I do, sometimes," I nodded. "You like it?"
"Yeah, if my shoes are comfortable," he laughed and I grinned at him. "What?"
"There's something about you," I was wagging my finger.
"Is there?" Ted made an innocent face and a couple girls standing close by gave him soft sighs and I'm not kidding. It was a good look and he was a very good looking man. If you're into that sort of thing.
"Yeah," I nodded. "I don't know what it is yet, but…"
"Hey!" he pointed at a sign, a small chalkboard propped up for Pier 71, one of the dance clubs down there. "Costume party tonight."
"Oh, and me without my bunny suit!" I pouted and a guy arguing with his girlfriend gave me a look, which I ignored. His girlfriend was hot though and I was tempted to ask for her number. She'd be looking to rebound later, I thought, and I wasn't above picking up roadkill on a Saturday night if it was fresh enough.
"Damn, that's too bad," Ted shook his head and looked at me, kind of up and down.
"It's either way too early or way too late for that, sailor," I grinned at him. "What are you thinking?"
"We're about the same size," Ted told me. "What size shoe do you wear?"
"You want to swap clothes?" I gasped happily and laughed. "Oh God! You do like dancing, huh?"
"Something different," he licked his lips and he wasn't even blushing. "How about it? Are you up for a costume party?"
"Size seven," I nodded at him.
"Perfect," Ted grinned. "I think we need a bathroom."
A couple minutes later we were locked together in the ladies room of a little Italian restaurant just downstairs from the club. It wasn't terribly small, but there wasn't any privacy between us either.
"You're gonna get us arrested," I laughed. "You know that, right?"
"Shhh…" Ted was already undressing. "Hurry up, take off your clothes."
"If this is like some weird plot to get me naked and do your thing…" I warned him.
"It's a weird plot to go dancing," he said. "Don't, uh, don't tell my mom about this though…okay?"
"Which part?" I wondered. "Getting naked in the girls' bathroom, or…"
"Putting on your clothes," the man giggled. "My mom's a little…you know…"
"Old fashioned?" I wiggled my eyebrows. I had my dress undone and I was shrugging out of it.
"Yeah, exactly," Ted grinned and he was down to his t-shirt and unzipping his pants.
"Okay," I chuckled. "This is officially the most fun I've ever had with a man."
"Is it?" Ted stuck his tongue out at me. "I'm gonna put that in my diary."
"You have a diary?" I smiled. "I used to have one."
"Oh yeah," he nodded. "Don't forget the bra. Panties too."
"My panties?" I stared at him and then I did a little double take as the man was pushing his boxers down.
"Well, of course," Ted told me seriously. "I can't wear these under a dress like that."
"I guess not," I blinked, eyeing his soft penis and hairless balls. I mean he was all shaved and small, although I didn't have a lot of experience with men, but weren't they supposed to be like… big? Especially around a naked girl?
"What?" He saw my eyes and looked down at himself and laughed. "Oh. Don't take it personally."
"Okay," I laughed and I shrugged my bra down my arms, letting a man see my 34B tits for the first time ever and that was mildly strange.
"Nice," Ted giggled and he wasn't looking at my tits like he wanted to love them, he looked like he was just…envious?
"Are you gay?" I asked him, because it just all clicked.
All the little things I'd noticed fell into place. He didn't act queer. He wasn't a stereotypical fag. When he moved it was natural, the way his hands flirted, the way he crossed his legs or looked at something intently. Ted didn't do any of that like a drag queen, all exaggerated and over the top, he did it like a girl, like a femme girl and there was no secret to it. Nothing hidden or deliberate, it just was. God! I never saw a guy so femme in my life and it had gone right over my head until just that second when he gave my tits a look, as if he wanted to sport a pair just like them.
"No more than you are, Rachel," he smiled at me and I laughed.
"You knew?" I shook my head. "What, all night?"
"Most of it," he shrugged. "You're pretty butch, even in that dress."
"Yeah, I guess I am," I chuckled and I was peeling down my panties, giving him a look at my hairy little bush.
"Not a bad fit, huh?" Ted asked, putting my bra on like he'd done it a million times.
"You need a little padding," I grinned.
"Yeah a little," he shrugged. "Hand me the toilet paper there behind you?"
"Sure," I couldn't stop laughing, it was ridiculous. "Do you, uh, dress up a lot?"
"Mostly," he nodded. "Every night, all weekend when I can. I have a big closet."
"I bet," I nodded. "Are you going to go all the way and…you know, hormones and surgery and…"
"No," Ted scrunched up his nose. "I like playing dress up and being a woman, but I'm not a girl trapped inside a male body or anything like that. I'm just a guy who really likes being a girl, I guess."
"Cool, okay," I agreed. "I don't want to stop being a girl either."
"But you like being a boy?" he asked and I nodded.
"Oh yeah, I love being a man," I agreed happily as I pulled Ted's pants up over his boxers, tucking the shirt in. "This is a really nice suit."
"This is a really nice dress," Ted grinned at me.
I had to wait outside for Ted to finish his makeup and when he came out, the man was seriously passable. His long black hair was loose now and surprisingly thick, a little curly at the ends as it fell around his pretty face. He looked better in that emerald dress than I did actually, and if he didn't have tits, who was going to care? He had legs from hell, I mean long, long legs and toned and those stockings were perfect for him. His ass was really sweet and while his small pink cock and balls hadn't done a thing for me, his bare ass had turned my head a couple times in that little bathroom. I love femme ass.
He liked me too. I'd seen the look in Ted's eyes after I was dressed up in his suit and I was a passable guy. My own hair was short enough and I just wetted it and combed it straight back. I washed the stupid makeup off my face and went through that little metamorphosis, changing from the girl my parents wanted me to be into the boy I really was. All I needed was a cock and balls and I would have been very happy, but as it was, I felt pretty comfortable with myself anyway and standing there against the wall, I looked like a young, handsome, and vaguely feminine young man.
"Fuck, you're hot," I told her, staring into the woman's eyes as she walked up to me. "What's your name?"
"Thank you. I'm Susan, what's yours?" she replied and her voice was amazing, a perfect falsetto, and I blinked and then remembered to close my mouth.
"Rick," I smiled, putting my hand in the small of Susan's back and leading her towards the stairs and the club. "You don't mind if I call you Suzy, huh?" I asked and she giggled and I sighed. This was too good to be true.
It was a perfect date, the whole thing. A couple guys even hit on her, some real hunks, and the girl only had eyes for me which was making me totally hot. By the time we were in the car I was in love. Not once upon a time love, but the real deal with all the issues, and knowing Suzy was a man just made it better somehow. It shouldn't have, but it did, and like all perfect dates, this one was going to have a deep and meaningful ending.
"Where are we going?" Suzy wondered and her hand was stroking my thigh while I drove her car.
"My place," I said, turning to look at the woman in the passing lights. "I'm gonna fuck your brains out."
"Oh!" she widened those sexy hazel eyes and took on a bit of color in her cheeks before she answered. "I hope that's a promise."
"Mmphh…" Suzy moaned into my mouth as I thrust my tongue between her soft ripe lips.
We were in my dorm room, just the two of us alone and I was probably too eager, but I couldn't help it. I'd just spent six hours with the girl and I wanted her so bad I could taste it. Suzy wasn't complaining anyway and her hands went to my shoulders, clutching at me like a little girl while I molested her sweet mouth. I was grinding myself against her, wanting her to feel the ache between my thighs.
"Don't move." I breathed, crossing to my dresser and this was dumb and awkward, almost embarrassing really, but necessary.
Suzy was nice enough to look elsewhere, catching her breath and checking out my college room. Commenting on little things and making idle chit-chat until I was ready. I smiled and came up behind her, both of us still dressed and that was nice. I slipped my arms around her body, up her smooth flat tummy to her tits, while I kissed the girl's neck and worked my erection against her impossibly firm round ass. God, I loved her ass!
"Ohhh…Rick," she moaned, breathing hard and grinding against me, wriggling her hips and she could feel it.
"You're so fucking beautiful, Suzy," I breathed in her ear, burying my face in her soft hair and kissing her, licking her lightly. I could taste the sweat on her soft skin and it was making me dizzy. She smelled so good.
"You're making me feel…mmmm…good," she swallowed hard. "I'm hot for you."
"Yeah…" I sighed, and turned her around. "Get on your knees; show me how much you want it…"
"Ummmm…" Suzy giggled weakly, licking her lips as I pushed the girl down by her shoulders. Her gorgeous eyes stayed on mine the whole time and that was seriously sexy.
I watched as she unzipped my trousers and reached inside slowly, finding my thick hard cock, nine inches of it, long and fat with heavy veins and smooth bulbous head. She pulled it free with a happy gasp that made me chuckle, stroking her hair and urging her to lick it. Suzy hesitated for only a second before extending her long pink tongue and licking the head first and then along the underside.
"Yeah, lick my cock, baby," I sighed. "Get me nice and wet for your hot little hole."
"Mmmm…Are you going to fuck me, Rick?" Suzy teased me, rubbing my cockhead across her soft cheeks and open mouth. "It's so big!"
"Are you a virgin?" I wondered, because the thought hadn't occurred to me before.
"No," Suzy giggled at my disappointment perhaps. "But you're definitely the biggest boy I've ever been with."
"Good," I grinned down at her. "Suck me now. Get your lips around my cock, Suzy."
"I love it when you talk dirty," she sighed, stretching her crimson lips and taking the head and several inches slowly into her hot wet mouth.
It was a great strap-on and I‘d put it to good use many times over the year or so that I'd owned it, but this was by far the best. Suzy was sucking my cock like she was born for it, taking half of it easily, the lifelike texture and appearance making it special for both of us I think. She even got her throat open at one point, making me gasp with pleasure when I saw the entire length of that phallus, nine inches of cock, buried in her beautiful face.
"Let me eat your pussy for awhile…" I whispered after a long ten or fifteen minutes of getting my cock sucked. "I want to make you feel good too."
I got Suzy out of her dress, leaving her stockings and underwear because that was sexy as hell, and I pushed her face down with one of my pillows under her narrow hips. She was giggling and then moaning and then gasping as I pulled her panties down just far enough to expose her sweet round ass. I pulled her cheeks apart and buried my tongue against her hot anus, licking the girl with every ounce of skill I possessed. She tasted wonderful too, that tight musky ass, slightly salty and rich with sweat from all the dancing we'd done. I was tasting her and the tip of my tongue was prying open her sweet sphincter, slowly but surely.
Suzy writhed with pleasure while I ate her out, making all the noises I'd expect from a girl under my experienced tongue. I was squeezing her ass and fingering her finally, getting my finger wet with saliva and then working it inside under my tongue, twisting and curling it inside her hot little hole. She was tight in there, like a virgin despite what she'd said earlier. Whoever the guy was that had fucked Suzy before, he either had a pencil dick or it had been a long while since he'd had her. My fat cock was gonna tear the girl up!
"I'm going to get some lube," I breathed, slapping her ass hard. "Don't move!"
"Ohhh yes, sir!" she laughed lightly and waited patiently while I grabbed some KY out of my nightstand, the handiest stuff you'll ever find anywhere. I undressed as well, leaving on my t-shirt and boxers, the shorts pulled up over my strap-on so my prick stood out from the fly.
"Here we go…You've got a sweet little pussy, Susan," I told her softly. "I don't want to hurt you too much, baby."
"Yeah, use a lot of it," she sighed, wriggling her butt as I worked a large dollop around and inside her asshole. "I want you to fuck me so bad, Rick."
"I will, Suzy," I promised, fingering her sweet little hole and working two fingers as deep as I could. "I will."
I worked a generous amount of lube onto my cock as well, smearing the stuff all over it and making sure everything was fastened tightly and the base of that prick was an especially clever design. There were a couple inches of nice molded rubber pressed inside my cunt and then a soft and supple base that molded itself against my pelvis, pressing against my clit nicely. It was the most comfortable strap-on I'd ever used and I should have bought two of them because I always lived in the unfounded fear of breaking it somehow. That would have been a real disappointment.
"Okay, baby. Are you ready? I want to fuck you, girl," I told Suzy and I was going to take her face to face, on her back like the little bitch she was. "I want to see your eyes…"
"Yeah, Rick," she swallowed hard and didn't resist me at all as I moved between her creamy thighs. "Fuck me good, I need it so bad!"
"I know you do," I chuckled, reaching between us while she held her panty aside for me. "Put me inside you."
"Okay," she agreed softly and Suzy looked like a virgin laying there beneath me, I swear.
"Have you really been fucked before?" I grinned at her and she blinked as the head of my cock found her asshole slick and ready.
"Yeah," she nodded. "When I was…Ugh!!"
"When you were…what?" I breathed, stabbing my cock inside her asshole hard. Jesus! She was tight as hell and I really had to push to get the smooth head past the girl's sphincter.
"Oh! Fuck…slow! Slooookay…yeah…" Suzy widened her big doe eyes and licked her lips, her hands on my back, her fingers digging into me and then relaxing. "I was sixteen and he was…eighteen."
"Oh fuck!" I laughed and got a good grip on her shoulders, with about two inches of cock inside her ass now. "That was what? Five years ago?"
"Almost six," she nodded and then I was kissing Suzy as I pushed again, driving a few more inches inside her cherry little ass. This chick was a virgin and I was breaking her. Some guy fucked her one time six years ago? That didn't count, not when I had that big dick sliding deeper into her hot little body with every thrust of my hips.
I pulled back some and then thrust again, taking two inches and giving one back until half a minute later I was buried completely inside Suzy's flushed body. After that it was just good, slow fucking while she got used to me and it was nice kissing her while we moved. She was a busy girl too, one of those really great fucks who like to move around and stay active while they take it. Her hands were all over me and Suzy's ass was working me so good, it was like riding a roller coaster at times, once we were really going at it. I love girls like that, the busy ones.
She came hard too, right in the middle of it and that surprised me. I was plowing her tight little ass, driving balls deep while I watched her beautiful face contort with pleasure. I grabbed Suzy's legs and held them straight up so I could kiss her feet while we fucked, and the girl just let go with a hard gasp and some real thrashing. I didn't have a clue except her asshole clamped down on my dick so hard I could barely push or pull it an inch either way. Suzy had a big mess inside her panties then and then she was giggling and smiling at me, telling me how much she loved my fat cock in her little hole. Shit, that was sexy as fuck and I was just about cumming myself by then.
I rode Suzy hard for about ten more minutes after her orgasm and I finally did have my own, three of them one after another as that cock rocked my pussy and buzzing clit hard. Multiple orgasms, what a fucking joy that stuff is! I was all collapsed and just grinding the girl's ass off like there was no tomorrow, kissing her lips and tonguing Suzy's mouth. I wanted to live in that bitch's mouth, I swear, she was so sweet and soft inside. It was really, really great sex and we did it all night long.
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"Well, look at you!" My dad was smiling and that had become a common sight around my parents' house.
"Hi Dad," I smiled at him, putting the last touches on my makeup as he stood in my bedroom doorway.
"Going out with Ted again, huh?" he asked and I nodded. "Good, I like him a lot."
"Me too," I smiled at my dad and grabbed my purse, throwing my lipstick and hairbrush inside it.
"You guys have been together almost a year right?" he wondered.
"A year today, actually," I grinned at him. "Our first anniversary. Do I look okay?"
Dad looked at me as I stood up and he was happy. I was wearing a cute little dress, light blue with a bit of lace and sort of modest sexy. It was going to look seriously hot on her later and wait until Suzy saw the undies I'd bought for her today! Suzy was going be the sexiest little girl in the world and I couldn't wait to fuck her in this dress! Dad didn't need to know about that though and having Ted pick me up at home was just a little treat for my folks, like when Ted brought me home to have dinner with his family. We were the perfect couple, everyone said so, and we were the envy of our straight friends, but they didn't know the half of it! The queer ones were a little jealous too, some of them, and that always made us laugh.
"You look great, Rachel," Dad sighed, the way fathers do when their little girls are all grown up. "You think maybe he'll, uh, pop the question one of these days?"
"Pop the question, Dad?" I laughed and patted my purse gently, thinking about the diamond ring hidden inside. I'd picked it up last week from the jewelers, after four months of hefty layaway payments, and tonight was the night Rick was going to ask Susan to marry him. If I didn't chicken out.
"Well…" he shrugged and I knew him and Mom had been waiting for some big news.
"Yeah, Dad," I nodded happily. "I think he's gonna ask pretty soon."
The End