This is a re-post because text formatting was so bad on the original...

My First Time...

I was 23 and in my last few semesters of grad school when I met him. He was a science major at another school. He was here visiting his best friend.

During his visit, my first noticed that his best friend kept talking about the nice girl he used to see; but she was a virgin and no one has screwed her despite some of their best efforts, including his own.

One day he showed up at my apt on campus and told me that he wanted to get to know the girl that his best friend may have idiotically let go. My self-esteem was so damaged after several unsuccessful relationships and I was flattered so I agreed to hang out and get to know him during the time he was here.

During the visit, I cooked dinner and we hung out every day, watched TV, talked about school, our plans after graduation, and our unsuccessful relationships; by the end of the week long visit he told me that his best friend is truly an idiot and he would not make the same mistake. He kissed me and said he wanted to see me again.

So every break during that year, he would visit me and we would hang out. I suspected he had a girlfriend at his school and had heard the he had 1 or 2 friends with benefits at my school but since we were not having sex and we were not officially dating, I figured I have no right to question him. So, we would just hang out and he would tell me that I was the kind of girl a guy could marry. Eventually, hanging out turned into making out; and making out turned into hot, heavy sessions that stopped just shy of sex.

Before I knew it, it was summer and we were not going to see each other until the Fall.

During the summer, I learned that I was the subject of a 'who could get the virgin' betting pool among some of those guys that I knew, including his best friend. I also found out one of his friends with benefits at my school was a friend of mine and he knew that she was a friend. I was emotionally crushed and resolved that I needed to focus on school, myself, and stop pursing relationships altogether. Any feelings I had for him (or residual feelings for his best friend) were gone.

When the Fall came and he visited again, I was distant and kept the physical contact to a minimum. He tried to resume the making out sessions; but at this point, I was suspicious of his intentions because I knew about the bet and the an arrangement with my friend. So, I pulled back so he could not kiss me. He admitted to having my friend as a fuck buddy, but never mentioned the bet. He tried to reassure me that he might play around, but he was not stupid enough to let me go.

He then talked me into a single kiss and I gave in. His kiss was deep and felt sincere. As he kissed me, he moved forward, backing me into my room. His hands all over my body felt so familiar, but I stopped him and told him that I still was not ready for sex. He said he understood, he missed me and thought about me all summer, and just wanted to be close to me. We resumed kissing and his hands removed my shirt, then my jeans. He gently squeezed my breasts and began sucking on my nipples. When his hands went for my panties, I stopped him again and told that I am really not ready for sex. He again said he understood and just wanted to feel our naked bodies on each other and that I should trust him. I wanted to believe I could trust him, so I did.

He laid me down on my bed and got on top of me. He laid there still and motionless for what felt like forever. I felt the full weight of his body on top of me, I could barely move. Then, he began kissing me again. It was pleasant but the position made me very nervous. He used his body weight to writhe his way between my legs and gently used his fingers to rub on my pussy. He was so heavy on top of me, I couldn't move. When he could feel that I was wet, he stroked himself a couple of times and then started pushing his hard cock into me. He pushed and pushed and then it occurred to me what was happening. How did I let it get this far? I thought how stupid I was for trusting him. He pushed until some of my hymen broke. I cried and pushed him off of me.

He said that now that he was my first, I can not claim to be virgin anymore. He then shared his plan to propose to me on my graduation day.

I told him never to come near me or speak to me again. We were done. I made him leave and never saw him again.

To this day, I sometimes wonder if he won the bet.