I started sex relatively late by today’s standards, I was almost 17, had just started my first full time job, moved into my own place, only a small bed-sit but it was mine, I was standing on the first step of my own ladder of life. I thought I would be totally happy on my own, I had lived almost all of my life with my ageing grandparents and almost everything they said or did annoyed me. I guess I was just a typical rebellious teenager and now I would be able to do exactly as I wished, when I wished.

I went to the local pub on my first Friday night alone, I easily passed for over eighteen when i dressed up but didn’t actually like alcohol so I sat drinking coke and chatting with most of the locals. It’s really weird sitting in a room with twenty people intent on getting out of their heads when you are totally sober, I met three guys around my own age and the rest were fifteen to thirty five years older. I quickly realised the guys around my own age were total tossers, they were making out they were interested in me but in truth they were just intent on getting the greatest quantity of alcohol into their bodies in the shortest time. I found myself drawn more to the older guys in the room, they were still heading to get drunk but they were taking their time, chatting more than drinking. The young men wanted me in bed for gratuitous sex the older guys assumed they had no chance and so they wanted to chat and get their jollies that way.

I managed to get out of the pub unmolested when the three younger guys were arguing over the pool table, which two would play and which one was the referee. Part of me was sad that I was going to spend my first Friday night alone and the rest of me was glad that I hadn’t let myself get picked up by the three losers. I stopped in the chip shop to get a bag of chips to eat as I walked along and Tony walked into me as I stepped out of the shop. Tony asked me where I lived and I told him that I lived on Clarendon Park Road, he was walking the same way and asked if I would like him to walk with me.

We chatted as we walked and I realised that he was a really funny man, in the pub I had decided that he was a typical mid-life crisis forty five year old loner, but now I was a little confused. At my door I asked him if he would like a coffee or coke, he accepted and we went up to the third floor where I had the rear bed-sit. I put the kettle on and then realised the first draw back to a bed-sit, Tony was sitting on the foot of my bed. I shouldn’t have been surprised there was one arm chair and the bed in the room and the chair had most of my clothes on it I decided to be very grown up about it and I sat cross-legged by the head of the bed, this meant that Tony had to turn his head and shoulders to look at me. Then I realised that sitting the way I was, cross-legged was probably a mistake as the short skirt I had on barely covered me when standing up but now it was impossible for Tony not to see my panties. Tony smiled and his eyes were transfixed looking up my skirt, I asked him why he didn’t talk to me much in the pub and realised as we chatted that he was shy when in a large group, he wasn’t the same in a one to one situation though.

“I like those” he said, nodding his head towards my thighs, “my legs?” I asked, “No! Thongs, that’s what I meant”, I told him that I didn’t have a thong to my name, he laughed at that, “Well they look like thong panties to me” he said, I told him that I wasn’t about to prove it one way or the other. Tony asked me if I was a gambling woman, I told him that I wasn’t against it or anything. Tony asked me “Why don’t we play strip poker, that way if I win I will find out for sure and if I lose you will get to see the best looking man in the town nude in your bedroom”. I almost choked on my coke, I thought to myself “Nothing like being confidant” I also thought “Why not!”

I found a pack of 52 cards and we sat facing each other, Tony asked me how many items of clothing I had on, I counted in my head. Skirt, panties, bra, camisole and tee shirt, “Five” I said, Tony looked at me and took off his socks, “Now were starting even” he said. I lost my first hand, took off my tee shirt, the camisole underneath was peach silk and looked very sexy, I knew it did because Tony told me so. Tony lost the next two rounds and lost his jumper and shirt, I lost my camisole next and Tony went overboard at the sight of my best Gossard wonder bra having no difficulty in keeping my 34’b’ breasts in check. Tony lost his vest followed by my skirt, Tony asked me to do a twirl for him so that he could see what I looked like in my bra and panties properly, “No! if you win another hand you can chose weather I lose my bra or have to carry out a forfeit”. Tony lost his trousers and then I lost the next hand, I said, “Ok is it bra or a forfeit?” Tony said, “I’m torn, I really want to see what you look like in the bra and panties but I really want your bra off too!” I just gave him an impatient look and he said, “forfeit!” So I stood on the floor between the bed and the kitchen-et and turned slowly on the spot. “If they aren’t thongs what are they?” “There called Tanga panties” I said. I won the next hand and I didn’t really want the game to end there. I was having more fun with Tony than I can ever remember having in my life before, Tony was a constant stream of witty comments and humorous remarks, so I said, “Forfeit, do a twirl for me!” Tony jumped off the bed and turned slowly for me, he looked so stupid with his spindly, hairy legs poking out from beneath his Dennis the menace boxers, he didn’t look in bad condition, not over muscular but his stomach was flat and he wasn’t really overweight. I lost the next hand and I asked if he wanted bra or forfeit, I lost my bra, Tony gave a low whistle, not too big and your nipples are just perfect. My body responded to Tony’s comments by erecting my nipples to three times their previous unexcited state, we both recognised that the next hand lost could be the end of the game. We were having so much fun that the time was passing by quite fast, it was already past midnight, “it’s late” I said, “is there anyone expecting you home from the pub?” “No I live all alone” Tony replied.

I lost the next hand and asked “Panties or forfeit?” I was saying to my self over and over again “Forfeit!” “Forfeit” Tony said, I asked what forfeit he wanted me to perform. “A kiss” Tony said. I leaned forward and Tony met me half way, the touch of his lips on mine was electric, I know that I was already really excited but wasn’t expecting that sort of feeling from kissing someone old enough to be my father. I made to pull back but Tony caught the back of my head in his huge left hand and pulled me hard against his lips, his tongue was trying to force it’s way into my mouth. I yielded to his demands and opened my mouth, his tongue probed deep into my oral recesses, I thought he may have been a blind dentist in a former life and was using his tongue to check for cavities. After about fifteen minutes we broke the lip-lock and sat back into our respective places, I had a pair of Queens with a King in my next hand and wondered if it was good enough to beat Tony. We agreed to both lay down our cards simultaneously I was surprised to see that Tony had two Queens and a King, that was so spooky to me that our final hand was exactly the same. We both took off our final piece of clothing and there we were totally nude together, me sixteen and he forty seven, his body was well tanned, he had a lot of body hair and his ‘white bits were really white, almost glowed in the dark, he was flaccid though. I expected him to have been as excited as I was, I reached out and touched his cock, it was about five inches long, almost three inches in circumference and felt heavier than I expected it to feel. I had a conception that a man’s cock would be light and hard as a steel bar, this was neither of those things.

Tony lay me on the bed and was kissing me all over, his mouth exploring my mouth, face, neck and finally breast, my nipple grew even longer as his mouth touched it for the first time, I had never seen it this big and hard before in my life. As he was kissing me Tony was exploring my vagina with his fingers, I had masturbated myself before but nothing I had ever done to myself before prepared me for the feelings I had right now. I had my first climax ever, I thought I had given myself a climax in the past while pleasuring myself with my fingers, but now I realised just what I had missed. Tony was an expert with his fingers and teased my clitoris out from its hood, under his fingers it grew like a mini cock, another thing that I had never had happen to me before. I thought I was about to die when he repositioned himself and his mouth clamped over my clitoris and he sucked it between his lips, putting a great deal of pressure on it, both from the suction and the pressure of his teeth squeezing down on to it. I was going out of my mind, my climaxes were chaining together, I didn’t have time to relax from one when the next took me over the top once again. I was pushing at Tony’s head, trying to stop him torturing me with such indescribable pleasure, then he pushed a finger inside my pussy, even though I was flooding with my love juice he had difficulty in getting his finger inside of me. He turned his hand slightly and pushed hard, his finger suddenly entered me and the rest of his hand hit hard against my labia, I winced and jolted with the pain of his sudden entry. He used his finger in place of his phallus to fuck me, with the added pleasure of my clitoris being taken deep into his mouth and the pressure he was exerting on it made me almost pass out. Tony took his finger out of my love tunnel and looked at it, he stopped sucking my clit, stopped biting down on it and I started to come down from my climactic peak. His finger was covered in blood, my blood, Tony asked me if I was a virgin and I panted “Yes”, still coming down from my exhausting climax chain. I looked at Tony’s cock and it was still soft, I started rubbing his phallus with my hand, the girth of it meant that I couldn’t actually close my hand into a fist. I didn’t know if I was supposed to use my mouth in the same way that Tony had on me, if he asked me to I would but I didn’t feel adventurous enough to take that initiative. I was expecting his cock to grow and stiffen under my ministrations but it did neither, then without warning he shot a jet of semen, it hit my stomach and thigh, he wasn’t even breathing heavy or anything. I continued to rub him and he fired off a further three jets of semen one hit my hairy mound and dribbled into my open and still bleeding vagina. Tony stopped me from rubbing him further, he had finished, he hadn’t moved, he hadn’t increased his breathing. It wasn’t how I expected my first time with a man to turn out but I had probably had the best introduction to sex a girl could wish for, my mind had been totally blown by my multiple climaxes.

Tony spent the night with me, in my three-foot wide bed, at six o’clock in the morning I was woken by an extremely hard cock pressing into my ass. Tony’s hand raised my upper leg and he just slid forward slightly, and the head of his massive cock pressed against my still virgin pussy. It felt to me like he was trying to push a baseball bat into me, there was no way that massive thing was ever going to make its way inside of me. I was still a little drowsy because we had only had w few hours’ sleep and I was use to sleeping late on the weekend. Tony pushed his hips into my ass as hard as he could without actually pushing me out of the bed, and still my virgin flower wouldn’t open for him. He seemed to be getting a little desperate he was stabbing his cock against me over and over, harder and harder. He pushed my head forward over the edge of the bed but held my hips back, which altered the angle of his cock to me and I felt his huge cock head start the journey into my body. There was an almost audible pop as my muscle gave way under his onslaught, Tony rested for a few seconds with just the head of his cock inside my pussy, he told me I would have to tell him to stop now if I didn’t want him to fuck me, once he started he would be unable to stop himself. Then he gave a sudden sharp stab forward, this sent about a half inch of his meat into my body, I cried out with the sudden pain, Tony asked me if I wanted him to stop but I shook my head, this was Tony’s cue to push harder. I started panting, short sharps breaths, not because I was climaxing, I was climaxing as well but the panting was in an attempt to take away a little of the pain. Tony stabbed his cock into me with little sharp jerky motions; each thrust drove his cock a fraction of an inch further into my tunnel. Eventually he was fully inside me, nothing on this earth could have conditioned me for this moment, lying on my side with a huge man pole buried in my soul. Tony was just lying perfectly still now, as he breathed in, my body rose slightly, it was like I was a puppet and each movement of the puppeteer made me jerk and twitch. I was just coming down from my first tremendous orgasm of the morning and Tony repeated that I had to tell him now if I wanted him to stop, he was close to the edge and would lose control any moment, I simply whispered “Fuck me!” Tony drew back his cock slowly, as the head reached my lips, I felt actually felt his cock head open me wider still, then he pushed in, in one fluid movement deep into my body, that single push gave me a massive jolting orgasm. Tony started a slow rhythmic build up, I was once again chaining one orgasm after the next, without time between each climax to get my breath back. I passed out briefly from the pleasure and the pain and the basic lack of Oxygen, when I came too again Tony was pounding in and out of my body mercilessly, I was being tossed about like a rag doll on the end of his cock. Tony changed position without his cock leaving my body, I was pressed hard against my mattress by Tony’s weight, he was making a lot of noise, grunting, swearing cursing then he was still, his phallus still buried deep into my body. Tony was still for a few seconds and then his whole body jerked violently, there was strange feeling deep inside of me, I realised he was shooting his sperm deep into my cavity, his cock was so large that it was effectively plugging any liquid escape route and the only place left for his seed to flow was through my cervix and deep into my womb. There was another jerk and again I could feel my inside opening to the passage of his semen, a third jerk and a slightly less intense feeling of fluid passing and a fourth jerk and no further feeling. Tony was spent, I could feel his raging hard on receding and when it finally popped out of me I looked down and I was wide open and gaping, then the flood of high pressure sperm came flooding out of me mixed with a little of my blood.

I asked Tony why he didn’t want to have sex the night before and this morning so desperate for it, I suggested that it would surly have been better to have had two less violent fucks. Tony explained that because of a mistake he made a long time in the past he was on medication that reduced his sexual urges, and that when he realised that I wanted sex with him he didn’t take his tablet the night before, that was why he was able to perform as soon as the medication had worn off. Tony showed me the bottle of pills and also showed me him taking one, he said that in an hour he would not be able to get hard again. I smiled and said, “Well, we have about an hour’s left to have fun!” We fucked three times in the next hour, I had gone from virgin to wanton woman overnight, I arranged to meet Tony the following Friday night I asked him not to take any medication at all on that Friday and we would stop in my bed-sit all weekend and play as much as he wanted. I had to agree to do anything I was told to do while he was off of his medication or I may regret making the offer but that’s another story….

Original story written by eastern_rose@yahoo.com 5-Sep-2002.
Please feel free to e-mail me, at the above address or eastern_rose2@hotmail.com, with any comments good or bad about my story.

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