Where it happened: Friends Apartment
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I was always a fairly shy person and was very awkward about knowing when to make a move with chicks. In college I dated this one girl for about a year and half and although we fooled around a little, it never went any further then me sucking her tits or me mounting her and grinding my hardon into her pussy with her clothes on. She was virgin and wanted to stay one. With other girls I dated before and after, I was always too shy to do anything. Shortly after graduating from college, I went to a friends graduation party. He had gotten married to this girl he met in school the year earlier. Anyway, we got drunk and stayed up very late. Me and his wife went for a walk when everyone was asleep and we wound up making out. Not exactly sure how it started but it did. Anyway, after that she told me how her husband was going on a trip for work and she wanted me to come over. I knew it was wrong but I went over to the apartment anyway. After talking for a while on the sofa, we started making out and it did not take me long before my hands were on her tits. She had nice C cups and before long I was under her shirt and taking off her bra spilling them out. I knew I was going to fuck her and I knew she wanted me too. After a while of sucking and fondeling, we went into the bedroom and stripped our clothes off. She had no idea I was a virgin by the way. She had most of the hair shaved from her pussy and I told her I wanted to go down on her but for some reason she did not want me to. I wanted to eat her out in the worst way but we ended up on the bed. Lucky for me she was on the pill and I was pretty confident she did not have any STD’s so I got up on top and worked my cock into her pussy which was soaking wet. I glided right in and worked a slow rhythm fucking her as she moaned. It was nothing like jerking off. After a while, I asked her if she wanted to get on top and we rolled over with her straddling my cock and humping me. She was moving pretty hard and fast on top of me until she wrapped her arms around me and let out a load moan. I could tell she was cumming and I was surprised I did not lose it then but I held off. We wound up rolling over again and with her on her back, I wanted to blow my load in the worst way so I started to fuck her very hard. I put my hands under her ass and pounded her pussy with all of my weight until I finally blew inside of her. The pulsation of my cock never felt so good. After this in the coming days, I felt so guilty. They wound up divorcing a few years later but we never hooked up again. She had become hung up on me which I felt bad about. I did almost fuck her sister a few weeks later who was a lot hotter but that is another story. The chick wanted me to do her but I felt weird because her sister was in the other room and I knew she wanted me. In retrospect, that was the history of my life passing up shit that was staring me right in the face. I started late in life but can tell you I have more than made up for it.
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