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Am

Age when it happend: 16
Where it happened: The South
Langauge: English
Sex: Female
Rating: 2
Category: Straight

When I was 16 I had a friend who was hot as hell who I talked about sex with all the time. At some point this friend and I started to actually kiss and fool around, particularly in movie theaters. We decided we wanted to have sex and made plans to do the deed, but timing and location were an issue. The first plan was to meet before school and head off to the woods together. The day this is supposed to occur I get to school way early and wander around looking for him, ten minutes before class is supposed to start he shows up saying that he got busted for trying to shoplift condoms. I get frustrated at this, and not too much time passes before I get a boyfriend. However, the boyfriend did not really get my panties wet, but the friend did. A lot. So that winter I start fooling around with the friend again. We were at the YMCA and things got so hot and heavy in the sauna that we decided again to try and mutually lose our virginities. We head out into the woods by the Y and try and find a secluded spot. We stumble across this random wall next to an empty building that creates an small enclosure. Condoms are pulled out and put on, we try and get ourselves into position and….no luck, we cannot manage to fit his dick in my pussy. So we give up for the moment. A week or two later my parents drop us off early for swim practice. Its after dark, we have time, and wandering around we find a tree with really low hanging branches flanked by a wall on two sides. Awesome! We kiss and I start giving him head, and then he looked down on me and said the oh so romantic words “You look uncomfortable, want to try to fuck instead?” Again, condoms get put on, he oh so gentlemanly lays MY coat down for me to lie on, and this time the dick goes in, coitus was attained, and I bled a little on my favorite coat. I still think fondly on the silly desperate pathetic way I lost my virginity while cheating on my boyfriend.

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