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    From virgin to playboy in one night

    (Current Rating 72/100, based on 29 votes)

    This story happened when i was in my last year in highschool. I was still a virgin back then and I didn't have a girlfriend. We were going to virginia for a basketball tournament. I wasn't on the team, but our team had a good chance to win so went to cheer them. I went because my two best friends were on the team. They always told me to join the team so my "luck" with girls would change but i didn't want to do smething i didn't like and frankly i didn't play as well as them. so Anyway we were 3 guys and 13 girls including the cheerleading squad.


    We spent the day just seeing sights and whatever and then we went to the place we were going to sleep at. It was a furnished house and it was so big and beautiful. we had a girl with us, Leah that i found very attractive, and all the time we were all sitting and chatting on the i was just thinking of ways to get closer to her. She was a cheerleader so her body was slim and she had black hair and full lips which made her all very sexy.


    The fact that i wanted her so much but couldn't have her was making crazy and it was overall depressing. It was only 6 pm then but i was tired from the road so i told them i was going to sleep. I went to my airconditioned room and it was chilly so i had a cover on top of me. Just a couple of minutes later kaylee came in. She was this other girl. She was not as hot as leah but she was cute herself. She came in, closed the door and locked it. She quickly came directly to my bed and lies on top of me and starts kissing me so passionately without saying a word. Her kisses were so sweet but i stopeed her and said: am I missing something?


    She just paused for a second but didn't say anything and then continued kissing me. My cock was getting hard so i grabbed her ass and pulled her to me. The cover was still between us so i raised it and she came under it. We started stripping under the cover and just threw our clothes in the bedroom. Each time my cock touched her bare skin while she was stripping I thought i was going to cum. Luckily, I didn't. She put the cover on her shoulder. She was sitting on my abs and I grabbed her boobs and started squeezing them gently. I wanted to suck her boobs so badly but she was not close to my mouth and when i tryed to get up she pushed me back to bed. She held my cock and put the condome on without even looking! she slowly put my cock in her pussy. When i felt how warm my cock felt inside her I began squeezing her boobs harder. She was moving in a back and forth movement and it was soooo good. All this time her hands were on my
    chest and she was jumping on my dick so fast and so I felt her hands burn my skin a little because of the friction. I didn't care a bit and didn't say anything.


    Well, me being a virgin and all, it didn't take me a lot of time to cum and when she saw i was cuming she smiled a bit then slowed down and finally stopped. She gave me a few kisses and moved to her bag and got another condome, she threw it to me and said: I'm not done yet. I smiled and put the condome on and she came for another round. But this time i wasn't going to let her be on top. I held her hand and pinned them wide apart on the bed and started fucking her. This time she started moaning louder which meant i was doing something right.I loved the way her moans became louder and faster based on how fast i go. Finally I managed to make her cum and I came myself another time just shortly after her. After that i kissed her boobs and sucked her nipples
    a bit. She had those puffy nipples which i didn't really like but i wasn't to comnplain. and we were done.


    I was so sweaty now so I took a shower and i went to the porch. One hour passed by as i was sipping my hot coco alone thinking about what just happened and how great it was. It was about 11 pm then and everybody had gone to sleep because "we had a big day tommorow" that's what they said. Well anyway leah came to the porch and we started chatting. For the first time i was talking with her freely, because of my newly found confidence. Well basically when thing led to another and I ended up telling her i've had a crush on her from the first year in highschool. I could tell she was shocked of my honesty, but she said that she liked me too. Then there was this awkward moment were no one said a thing but then she said: "okay. I'll tell you what". I said what?
    But she didn't say anything and instead she put her cup on the table and kneeled infront of me and started removing my pants.


    I was a bit confused then. I was thinking "Is this happening?" i was going to get my first blowjob ever. she held my cock in her hand and licked her lips a bit and start flicking my cock's head with her tongue. she put my cock between her lips and started sucking it. I held the back of her head and moved her closer. I have already came two times that night so I wasn't going to cum so easily. After 5 minutes of her licking and sucking my cock and stroking it with her hand she stopped and took off her shirt and put my cock between her large tits, well at least they were larger than kay's tits and she squeezed them together and asked me:" do you like this?" I could barely say uh-hah. I moved my dick up and down between her boobs just for a few seconds and then I decided i want to fuck her. I was feeling kinda like an asshole for doing two girls at the same time but I was't gonna stop.


    I pushed her to the sofa and spread her legs. just as I was going to put my cock into her wet pussy, she stopped me and said wait wait. I said what? she said the condome. So I wore the condome and put my cock into her. I wasn't going to cum, so I fucked her hard. I loved how each time I slammed my cock into her pussy, her big boobs moved up and down. After like 15 minutes she came, and she made my cock so wet because of her. She said: "that was amazing." which really gave me an ego boost. But I didn't cum yet so she had to use her mouth again. She sucked my cock for another minute or so and just when I was going to cum, I said:"Oh Leah! I can't take it anymore." So she took it off from her mouth and put it on her tits. I came on her tits. She even licked the cum off my cock! she was so fucking awesome.


    well I was so exhuasted then, so I went to sleep and once my head hit the pillow I completely blacked out, and didn't have time about whether I was really an asshole. The other morning I woke up about 4 am as I always do. I went to the kitchen and there was jackie.


    Jackie was a blonde girl with the cutest face ever. we were kinda friends before in school. We were laughing and chatting together. There was no one else awake. I don't remember what I said exactly but she was saying about me being hot or something and I Told her let's do it right her right now. I'm not sure what I said or how I had the gutts to say it, but I remember she froze right there and then came right to me like she wanted to hit me. She raised her hand to slap me but instead she held my face and kissed me. I quickly removed her and started fondeling her boobs. Her boobs were perfect! I started kissing her neck and sucking on her nipples. she was on the kitchen counter and I ws on top of her. I said what if somebody wakes up? they would definitely see us. She was wild and she didn't care at all. She didn't care if I used a condome because I was a virgin. or that's what she thought. And I thought to myself that I used a condom with Leah and Kay so it doesn't matter. As I was fucking her, I started thinking why didn't I notice before how much beautiful her blue eys were. I opened the tap and put some tap water on her tits and started rubbing them. I didn't know what I ws doing really but I was improvising. we were laughing all the time. And sometimes when she was moaning so loud I was afraid someone is going to hear her so I closed her mouth with my hand. It wasn't long until someone woke up. We froze right there. My cock was still in her. we were looking in each other's eyes and hoping nobody sees us. One girl rachel passed by the kitchen. she probably wanted to get some water or something and she certainly saw us but acted as if she didn't and didn't go in the kitchen, just kept walking. Jackie and I just exploded in laughing. I knew they might hear us but I couldn't help it. we continued fucking and as I was kissing her and grabing her delicious boobs my cock started shooting inside her.


    I wasn't gonna settle for one time, so I just drank a glass of water and I was just trying to get my cock hard again. This time I bent her on the counter and started rubbing my cock against her wet vagina. She was moaning and I loved how she sounded. I practically pushed my cock inside her. She was so tight. just a few minutes later I came again.


    I was so frustrated that I couldn't make her cum, so i went down on her and started licking her blonde pussy and rubbing it and i put my fingers inside her. when she finally came she bagan to squeeze on my fingers and it was weird but also great.


    When they started to wake up i went to the local supermarket and bought some stuff and all the time I was thinking:"Am I a bad guy?" When I cam back there was a complete mess. The three girls were waiting for me. I didn't know how they found out, but i guessed one of them talked first and well it didn't matter anyway because they kinda kicked me out. Even at the game, which we lost by the way, no one of them talked to me. Hey the good part is that when we got back One of the guys, jacob, was braging that he fucked Nathalie. I told him:" well I fucked Kay. and leah.


    and jackie." they thought I was kidding at first. but when the guys saw I was serious he said:" you fucking asshole! How the fuck did you do that?"


    well, after graduation by three monthes i met leah again. I asked her if she was still mad. She said:" nahh... It was fun."


    Soon after that, I met kay too. of course she wasn't cool with it. she made a scene in the street which I think was not necessary.


    I only met Jackie after 4 years. We went out together for a few monthes and we fell in love. we decided to get married!


    Our wedding is this september.


    So I guess that means she forgives me too.XD


    well anyway I hope you liked my story, and hope it wasn't too long.
    love Joey.


    Author: Joey


    Feel free to post here your comment about this story !

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