Tom

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How my first time with an older man changed my life.
762 words
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You could say that when I was 18 I was a little "Cock Crazy." I had yet to lose my virginity, but still had given my fair share of blowjobs. One of my favorite things to do was find a businessman staying in my town on craigslist, go to his hotel, and then suck him off and get that hot, delicious cum. I could go on and on about the different men I took in my mouth. However, this story is not about that. This story is about the first man who really turned me out, and his name is Tom.

It was just like any normal day in January. I had just left school, and was on a site hungry for some cock. After a couple minutes, I got a message from an older looking man who lived near me. I was ecstatic! We chatted for a little bit, and exchanged pictures. He had a well-toned body and beautiful long, thick cock. It would be in understatement to say that I was a little excited. Immediately I drove over to his house. As I waited for him to come outside, I grew a little nervous. Eventually he came out, got in my car, and we drove off to a nice private spot. There was a brief introduction, and then my lips were wrapped around his dick. It was more perfect than it looked in the pictures. Long, fat, with a nice plump head and long hanging balls. I was in heaven. Deep-throating it, licking it, and sucking it. Tom loved every second of it and heaping praise on to me, and encouraged me to keep going. He finally finished in my mouth and his cum was delicious. After we were done, I drove him back to his house, and we exchanged numbers.

We texted throughout the next couple weeks and got to know each other a little better. I started to really grow fond of him, and I think he felt the same way about me too. Naturally, a few naughty messages were exchanged as well. One day I told him I was a virgin, and he said to me that he wanted to change that. The wheels were set in motion for a night that would change my life. I knew my parents were going to a party the Friday he wanted to fuck me. It could not have been a more perfect opportunity.

Friday eventually came, and I could not have been a more nervous wreck. However, Tom knew this, and reassured me that everything would be fine. I said I was born to take cock, and my oral skills reflected this. Though it made me feel better, I was still nervous. Even so, I wanted to go through with it. I went to his house and walked in the door. The lights were dimmed and he had candles lit. I couldn't of imagined a better environment. I stripped off my clothing and got on all fours and on top of an ottoman like he instructed. I sat there, vulnerable and nervous for what felt like forever. Eventually, Tom walked in the room and gave me a passionate kiss and made sure I was ready. I told him I was. After I gave him my consent, he pulled his cock out let me get him nice and ready.

While I was doing this, he was loosening up my hole with a combination of lube and his fingers. I was hornier than I'd ever been, and started to beg him to fuck me. Fortunately, he was happy to obliged. He got behind me, spread my ass cheeks apart, and slowing started to push his cock in to my tight hole. I'd never felt anything like it. It hurt but it felt so good at the exact same time. I was moaning like a bitch in heat as his cock slid deeper and deeper inside me. After he was all the way in, he started to really pound me. It was dirty, sweaty, sexy, and passionate. I was screaming and he was panting, slamming me prostate again and again. This continued for what felt like forever, and ended in one of the strongest orgasms I've ever had, and a hot load of cum in my ass.

I cleaned myself up, and gave him a kiss to thank him for such a transformative experience. I knew after that that I was a huge slut for cock, and would be at Tom's house nearly every day letting him make me his anal whore.

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AnonymousAnonymousover 5 years ago
Short but sweet

This story was pretty short but it was hot as hell!

AnonymousAnonymousalmost 8 years ago

Introduced by a neighbor. I was 20 and fucking his wife, mid 40s, she told me that she suspected he prefers younger. He has quite a large cock, he has always wanted to do me from behind, you know in the bottom but I wont let him touch my ass. Sometimes I think he might be bi. My mind wondered at this, so I waited until she went to her Saturday tennis game and headed on down to their house. I knocked, hi, oh hi Rob, come on in, whats happening. Oh i just came down to see if you have heard from Darryl, his son and my friend from school days, who had moved to Canada for a 12 month work contract.Yeh, sit down, a drink, mm, yeh hes going ok, works ok, says he has a girl friend, good luck to him, you know what its like, your young and excuse the expression full of cum. I hear you have been giving a few of the local ladies a workout.. I was shocked, oh where did you hear that, oh women talk, especially the older ones, they like to brag about younger guys, anyway good luck to you. look, its hot, I was about to go for a swim, come on out. He took off his clothes, shorts and shirt, revealing a large cock and plunged in. I undressed, and jumped in, it was refreshing. After awhile he jumped out, sat on the edge, I stayed in, you still keep fit, still play tennis, I again looked at him, before I could answer, or just the tennis wives. I didn't answer, come on, I have seen you come and go, she likes you but don't think your the only one. Silence, come inside, I will show you, sit down. He came back with a video, put it in the machine, it started, there was his wife, on her knees being fucked doggy style by a guy, i looked on, next another guy from tennis, Gary, doing the same and then me, look you should feel privileged, your the only one she will let lay between her legs although i have one of you doing her doggy as well. Nice ass hasn't she, yes, i always wanted to do her there but she said i was too big, what do you think and he stood in front of me, my cock semi hard but not as large as his. He moved closer, then knelt, his hand circling my cock, gently stroking, he looked at me and then lowered his mouth slowly over my cock, i looked down, then my head went back, so good. He pulled me forward, my cock still in his mouth but now he gently rimmed my hole with his fingers, i felt my cum rising, a finger entered me, my cum shot out, running down to my hole, his fingers sliding in with the help of my cum. I felt drained, mmm, big load, couldn't swallow it all. I looked down, he had a tube and was rubbing the contents along his cock. June says you can do it twice in the one morning. I would like to see that as i felt the head of his cock against me, 2 small rocks back and forward, my legs lifted and a sharp push and he was in me. There was pain, he moved forward until my hole closed around the head of his cock, the pain was less and with slow movements he got about half way in, then pulled back until just the head was still in me, i watched as he applied more lube and then pushed, past where he had been but was now fucking me, his balls slapping my ass. MM, you feel good, your first, i nodded, my legs on his shoulders, he pulled back,lets do it the way June likes it, over the edge of the lounge. I draped over, he re entered me, nice watching my cock in you, my cock was pressed against the lounge as he fucked me, semi hard. He pulled me up, over there, kneel, there was a wide padded stool, against the wall, i knelt, he positioned the head of his cock in me, push back, and i did, fucking his cock with my ass. He held me and getting over me fucked me hard, my cock pulsing, cum for me, i held my cock, stroking it, my cum releasing from me, that's it as he pushed deep in me, i could feel my insides clenching around him and then all hell broke loose inside my as his cum filled me and i felt some of it squelch out of me between my hole and his cock. He waited, pulsing in me, then pulled back. I felt like i was cumming when he pulled out of me but no cum came from my cock. I had to get up and moved gingerly to the toilet. When i came out he said see you next week, but save some for June mid week, you know, Wednesday mornings, the usual time.

AnonymousAnonymousalmost 8 years ago

Would love to try. . . ..totally ready and willing. . more story please...

46204_zipper46204_zipperalmost 8 years ago
First time

My neighbor "introduced" me to his cock after he caught me jacking off in his garage while looking at his Playboys. My teenage ass was well used but wow what a good time until I went to college.

AnonymousAnonymousalmost 8 years ago
Lucky cock whore

When I was 18 all I did was jack off and stuck whatever I could use up my ass. I didn't get a cock up my ass until I was 22 and it was perfect I new I was a cockwhore from then on

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