I had been hanging out with two of my closest friends at the time and this freshman we had spotted just sitting around (he looked bored and very eccentricly cute so we picked him up). We went to our friend Carolyns house and they all had a bit to drink. Scott ended up making out with Amy M. and Carolyn kissed Amanda and I. We left there and I headed over my boyfriend’s house. We had planned on having sex and I was very nervous. My best friend Carrie was hanging out with Jay (my boyfriend’s room mate and her crush) and we all watched a movie together. Well, it didn’t take long til Ken was all over me. Jay and Carrie just talked and flirted. Soon Ken took my hand and led me to his room.
We kissed a lot and he rubbed my breasts under my shirt. He pulled my shirt up over my head and stared at my breasts which overflowed my bra. He looked like a child on christmas morning. I mean he had seen my breasts before. He had seen my pussy before too. But the fact that he knew we were really gonna have sex this time made everything that much more exciting to him (and to me as well). He then pulled my skirt down and off my body. He undressed himself and I could see that he was VERY excited. I unknowingly touched my own breasts and stared at his package. His prick twitched when he noticed me doing that. He laid me back and I must admit I was very scared. I had heard it would hurt and that I would bleed a bit. He was a good size bigger than normal so that made me even more worried. He kissed my neck and I kissed his. Then I felt his fingers finding my hole and directing his cock into me. He pushed slowly. It hurt like a bitch! I bit my lip and dug my nails into his back. He said “are you ok?” I made a noise signifying that it was all good and to keep going. So he did. Once he had the whole thing in I was relieved. He moved in and out slowly and steadily. He came rather quickly (as this was his first time too) and he removed the condom. He put on another and we started again. I didn’t cum though. In fact in the end I felt really terrible. It was nothing like I had hoped and dreamed about. He wanted to cuddle afterwards but I just wanted out of there. I grabbed my clothes and got dressed, put back on my Doc Marten combat boots and told him I was “going for a walk” he insisted on coming with me. How could I tell him that I thought it would make me love him more but it didn’t??? I regret losing my virginity to him. Oh how my life would be different if I had.
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Amy
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