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Matt

Age when it happend: 16
Where it happened: a hotel room in florida
Langauge: English
Sex: Female
Rating: 10
Category: Straight

It was our yearly trip to Florida…the only difference was that this year, my friend Amanda was going to come with us. I was expecting it to be fun since we had plans to go waterskiing, to DisneyWorld, and things like that. I never planned for it to be as fun as it was.

The first day we went swimming at the hotel pool. My parents stayed in their room and unpacked, but Amanda and I who were sharing a room wanted to go swimming till the pool closed. I got on my new bathing suit that I loved. It was a pink bikini.

When we got there, the pool was surprisingly really crowded. There were some guys in the deep end and Amanda whispered in my ear that one of them just checked me out. I was skeptical but…well, he was pretty hot! We walked over to the diving board near them and got in. Then I was positive he was looking at us. I thought he was checking out Amanda, though.

Amanda and I started talking about other things like what we’d be doing all week, and stuff like that. Then, I felt someone grab my foot! Next thing I knew, the guy Amanda said checked me out came above water right next to me. I laughed and said hi to him. Him and his friends started to talking to us. They were from Texas and they were there for hockey.

The pool closed soon, but Matt (the guy that grabbed my foot) gave me his room number so I could call him later. I was really tired that night so I didn’t call him but the next day I met up with him at the pool again. He had such a nice body! This time, we both were much more talkative and much less shy. He told me about hockey and I told him about cheerleading. He told me about his girlfriend that he recently broke up with and I told him about my boyfriend back home. As the shyness went away, the conversation got more personal. I ended up telling him that I was a virgin and that I wanted to lose my virginity. He ended up telling me that he was not a virgin…and getting much closer to me.

This time he came back to the room with me. Amanda went to my sister’s room to watch a movie. I started to change into dry clothes while Matt went in the bathroom. But he came out before I was done changing and saw me walking around in only my panties. He thought I did that on purpose. I tried to tell him that I meant to change before he got out but he shushed me and started to kiss me. Startled, I just kissed him back. Then he looked at me. I could see it in his eyes that he was horny. He could see it in my eyes that I was scared.

He made me feel so much more relaxed when he rested his hands at my hips and told me it was all okay. He kissed me again and pulled me on the bed with him. I was still sort of scared but I guess he couldn’t tell anymore. He sat up and slid his swimming trunks down a little, exposing his cock. He asked me if I had ever given a blow job and I told him I did and I would do the same to him, my scaredness slowly going away.

I sucked his cock a little, licking it all around and sucking hard at the tip. I used my hands to play with his balls and I could tell he liked it. It made me sort of horny to hear him breathing heavily, close to cumming. I could feel the moisture in my panties. I stopped sucking him and quickly yanked off his shorts. Then I slid off my panties as he watched with an expression on his face that I will never forget. It turned me on so much.

I kind of knew that my first time would be painful by what people told me. I never felt a pain quite like this before. I bet it would have hurt a lot more if I wasn’t so wet, but I was oozing down there. I’ll never forget when he started to put the head of his penis inside of me. It felt great. As he started going deeper, I let out a moan and I tensed up because it sort of hurt. Finally, I told him to just go in quickly and get it over with. Without words, he did as I said. I screamed in both pain and pleasure. Then he started to ease his way in and out of me, slowly at first. When I warned him that Amanda might be back soon, he went faster. I was so wet and slippery that he could go really fast. I loved it. I moaned a lot and he grunted a little.

This went on for about 15 minutes. It hurt a little, but it was worth it because with great pain comes an even greater pleasure. Then I heard that final grunt come out of his mouth and I could feel his cum filling me up. I moaned loudly, praying my parents couldn’t hear me in the next room, and I reached orgasm as well. It was so great.

When it was all over with, we got dressed and watched TV for a little bit. He told me that he would be leaving tommorow. I didn’t want him to leave but then again, he had to. I told him that I really enjoyed my first time, and he told me that he enjoyed hearing my moaning and feeling my mouth around his dick. I smiled. Then he told me he had to leave and he kissed me goodbye. He asked me if I wanted to exchange addresses or phone numbers but I said no. I wouldn’t want my boyfriend finding any of that. Plus, for some reason, I thought it was better off that way.

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