Where it happened: G/F's House
Langauge: English
Sex: Male
Rating: 5
Category: Straight
Mine was a awkward and very non-traditional way to lose my virginity. I had been dating my g/f for 2 years and would spend alot of time lusting after her sister who was 4 years older than me. Hillary (The older sister) has the most amazing ass I have ever laid eyes on to this day.
The time it finally happened I went over to see my g/f after school and she wasn’t home. Until this time, my g/f and I had only ever had oral sex and hand jobs. Hillary invited me in and I went in to wait. We were sitting talking and out of nowhere she leaned over and kissed me. I was shocked and very turned on. We started making out and the next thing you know we are 69’ing in front of the TV in the living room. I didn’t last long before blowing my load in her mouth which she swallowed (her sister thought that was gross). After cumming, she said she was ready for more (she said she wanted me to cum in her mouth so I would last longer during sex). We started to fuck and it seemed like it went on forever. We did it with her on top, me on top and finally doggy-style. Just as I started to cum, I heard my g/f yelling at me. In all the excitement, I didn’t hear her come in the room. Well we never spoke again after that fateful day but I do keep in touch with Hillary. She is married and 31 now with 3 kids (none of them mine) and I have never gotten married. We still get together every couple of weeks for some fun time. Next time I may even tell you about our first anal experience.
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