Hi again! I got a few nice responses to my other story, so I figured I would post another! It's obviously on the same theme as my last one, I was on a young girl/old man kick recently (oh how someday I'd like to be fucked by a more mature man) haha. Hope you enjoy, let me know what you think!
I know it seems cliché. I was the babysitter who got fucked by the old man. More than once, actually.
I know what you’re thinking. That he took advantage of me, I was young and didn’t know better, and he was old and used his macline power over me, blah blah blah.
Maybe some of that’s true. In a way he did take advantage of me, but if I enjoyed it? If I learned from it and asked for it repeatedly? How can I hold a grudge against him? I was barely of legal age when it happened, and it continued on for several years before I started getting into serious relationships with men closer to my age. The affair continued because “grandpa” was the best fuck I had known at the time. As I moved on I would find out he was pretty good and he taught me a lot, but how much can an old, fat man teach a young attractive babysitter about fucking?
Baby Sean was asleep in his crib. His parents were away for the weekend, and I was the backup helper for a couple in my neighborhood. They agreed to let me spend the weekend at their place, so long as Grandpa Tom would be there to supervise, too.
I had put Sean to bed about an hour before, and was getting ready for bed myself. I was sleeping in Sean’s parent’s room so I could hear the baby monitor. I was horny, and so I turned on some late night cinemax to masturbate to as I went to sleep. I wasn’t a virgin, but I had only been fucked a couple of times, by boys my age in high school. I had barely removed my panties and started fingering myself, before I realized I was being watched. I had caught Tom spying on me through the door. I wasn’t sure what to think or do. He was at least 60, if not older, and was Sean’s GRANDPA. I decided to take charge and call him out.
“Umm, Tom? I see you there.”
“Shit.” I heard him say from the hallway. “Haley, I don’t know what to say. I’m sorry. I’m an old man with needs and I heard the porn from the next room and wanted to have a bit of excitement.” He walked into the room. He was wearing nothing but a pair of boxer shorts.
“If you do something for me, I won’t tell Arthur and Lola that you were watching porn on their TV.”
Crap. He caught me and he knew it.
“What did you have in mind, sir?”
He slid on top of the bed with me. His cock was still obviously erect through his boxers.
“I think you know. You’ve been a very naughty, dirty girl, Haley. Good girls don’t masturbate. I’ll give you a choice. I will spank your tight little ass until it’s raw, or.. You can turn off that trashy movie and learn what sex is really like instead of just watching it. Are you a virgin, Haley? ”
“No sir, I’m not. I’ve had sex 3 times.”
He laughed. “Well then, you’re practically a whore.” Clearly he was mocking me. “What’s it to be? A spanking? Or a fucking. You may be 18 but you‘re still a child, look at you. So tiny and supple.”
I didn’t really care if Tom told Arthur and Lola about the porn, but I was so horny, and I could see his cock between his drawers, I couldn’t resist. “Let’s do it Tom. Have sex with me.”
“Go on then. Remove that sleep-shirt of yours” He told me. I took it off and threw it on the floor. I was already naked by this point. I don’t sleep with a bra, and my panties had been removed earlier when I was trying to get off. Tom remained in his boxer shorts. I looked at him questioningly. I wasn’t sure what he wanted me to do, I wasn’t an expert at sex and I wanted him to think he was in charge. He leaned over and went to work immediately.
He took my entire breast in his mouth and circled my nipple with his tongue. He suckled at me for a few moments. I was growing wet by this point. I was so angry at myself. I didn’t have to be doing this. What was the appeal? Why would I do this? With Tom? He was old, fat, and bald.
Then he took off his boxers and I saw his cock. It wasn’t huge, but it wasn’t small either, and it was thicker than the other cocks I had had in me before. My eyes widened looking at it. He chuckled.
“I may be fat, Haley, but my belly hides the hidden jewels. You’re going to be my little helper, aren’t you?” he whispered. “you’re going to be my little fuck helper. You’re going to love this so much Haley. Climb on top of me so we can fuck like adults do.”
I climbed on top of him and rode him for a few minutes. I barely knew what I was doing. I was bobbing around on his cock like a cowgirl, just like I had seen in a few porn movies. It didn’t feel good for me, so I’m sure it didn’t feel good for Tom, which is probably why he told me to stop, and lay flat on my back. Which I did.
I spread my legs for him instantly. I was ready for him to fuck me. I was wiggling around with excitement and smiling at him, and he smiled back at me. “Slow down, stop bobbing around or I‘ll have to pin you down,” he said to me calmly as he slowly inched his dick deep inside me. It was hard to see beneath the belly fat, but once he was in, I let the sensation of his cock overwhelm me. My entire body grew hot. I took a deep breath and focused, I knew it wasn’t time to cum yet.
He very slowly went in and out of me. Humping me as I cradled him between my legs. He leaned down and opened his mouth, heading in for a kiss. At first I paused, a bit shocked, but I met his lips with mine and as his belly rubbed against mine, and his dick penetrated me, we allowed our mouths to assault each other.
His kisses were sweet, gentle, old man kisses stroking his cock between my inner folds. He broke our kiss as he picked up the pace of his thrusts. He was panting loudly now, clearly out of shape, but trying so hard to fuck me fast. So far he had lasted longer than all of my other previous experiences and I was kinda enjoying myself for once. I let out a deep breath, a hiss of pleasure. I grabbed his fat ass and held it with my hands, urging him into me as deep as he could go.
“Oh you like your big cock daddy don’t you? Tell me you like my big cock inside you. Talk to me, my dirty little girl.” He said to me as he bent my legs at either side of me, to position himself at a better angle, and then dived into my pussy once more. I was sopping wet by this point, and my juices were allowing him, for several thrusts, to go balls deep inside me.
I could feel him stretching me open, my pussy throbbing from excitement. I was becoming more and more wet, and I had to admit that I did like the sensation of being filled by him. So I obliged him, “I fucking love your big cock inside me and I want you to fill me up with your cum, big cock daddy.”
He panted and grunted so loud that I thought he had come. He pulled out of me. I sat up slightly in disappointment, I wasn’t done yet! He growled and pushed me forcefully onto my back and straddled me at the chest. His pubic area and cock were rubbing right up against my face. I was trapped. I wasn’t entirely keen on blow-jobs, I had never given one before.
“But big cock daddy, I wanted you to cum inside my pussy,” I pouted in my most childish voice. His cock twitched against my lip, he was close to coming.
“In the past, I’ve had many whores and a few mistresses. Only my mistresses get my cum in their pussy. My good little whores get it on their faces. You’re just my whore tonight.”
He shoved his cock in my mouth until I choked. “I’m going to teach you how to suck a cock. If you get good, maybe I’ll let you be my mistress.” He stroked my hair as he issued his obvious and blatant challenge. It was one, surprisingly, I was ready to accept. I opened my throat and my mouth and I let him fuck my face, which was a bit different than the gentle old man I had been fucking moments before, but yet again, I found I liked it. He was using me, and I think he knew that turned me on. I tried my best to let my tongue engulf his skin with every thrust inside my mouth. It didn’t take long for him to cum, deep globs going down my throat. I knew it was coming, and I swallowed every bit, which was a first for me.
Once Tom had had his way, and he rolled over onto his back, panting heavily, I addressed him. “Tom. You never finished me off. I still haven’t cum. I think that’s rather rude.”
“You’re right sweet girl, I’m sorry. I got so carried away I forgot about your needs. Haley, I’m going to turn you into an amazing fuck. Your husband will thank me. Next time, I’ll make sure you’re finished too.”
“I want to be your mistress. You can teach me about fucking like an adult, and when we do this again, I’ll be your mistress. I need your cum inside me.” I couldn’t believe what I was saying. I wasn’t physically attracted to this man, this grandpa at all, but yet I knew I was close to orgasming due to someone else for the first time ever, and he was experienced and seemed to know what he was doing. I wouldn’t do it with him forever, but how could I pass up a good fuck, and a teacher
“I was hoping you might say that.” And he flashed me his wicked grin as he stroked his penis, getting it hard once more…