Straight Female / 31
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.
He 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, our unsuccessful relationships, etc… by the end of the week long visit – he told me that his best friend is truly an idiot and he wouldn't 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 knew he had at least 1 or 2 friends with "benefits" at my school; but since we weren't having sex and we weren't officially dating – I figured I have no right to question him. So, we'd just hang out and he'd tell me that I was the kind of girl a guy would 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 wouldn't see each other until the Fall.
During the summer, I learned that I was the subject of a de-flowering, betting pool among some of the 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. 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 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 his best friend was in the betting pool and he had an "arrangement" with my friend. So, I pulled back so he couldn't 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's 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'm still 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'm not ready for sex. He 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; and 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 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. He began stroking himself and then started pushing his hard cock into me. He pushed and pushed and 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't 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.
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.
He 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, our unsuccessful relationships, etc… by the end of the week long visit – he told me that his best friend is truly an idiot and he wouldn't 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 knew he had at least 1 or 2 friends with "benefits" at my school; but since we weren't having sex and we weren't officially dating – I figured I have no right to question him. So, we'd just hang out and he'd tell me that I was the kind of girl a guy would 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 wouldn't see each other until the Fall.
During the summer, I learned that I was the subject of a de-flowering, betting pool among some of the 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. 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 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 his best friend was in the betting pool and he had an "arrangement" with my friend. So, I pulled back so he couldn't 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's 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'm still 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'm not ready for sex. He 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; and 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 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. He began stroking himself and then started pushing his hard cock into me. He pushed and pushed and 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't 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.
