When I tell people that I lost my virginity doing anal with a girl long before I ever did it the normal way they are kind of surprised.
It happened in high school. There was a girl that I was friends with, who at one point asked for help with homework.
We were in my room, which was basically an extra story of the house. This was the third or fourth study session. As things went on we had started to get kind of flirty. I was entirely clueless with how to flirt, but had a certain amount of teenage vigor that meant I was a lot more bold than you might think if you knew me know.
Anyway, at one point we were sitting on the floor with books open around us, when she stood up to grab something from her bag. She was wearing some tight jeans that really showed off how round her ass was. She was a volleyball player and also did track, so you can imagine.
I just looked over, and being a bold flirt said “now that is an ass”. Pretty unimpressive line, but apparently it was enough because she giggled and said “do you want to try putting your dick in it?” Naturally I said yes, but thought she was just teasing me. She literally pulled her pants and underwear down and got on all fours just like that.
It didn’t take much convincing for me to start grinding on her, but for some reason I thought it would be too forward off me to take my pants off, so I was dry humping her, her being naked from the waist down and me still clothed. Eventually I sort of go the hint and pulled them down to my knees. She fingered herself some, and then rubbed her juices on my cock. I accepted her invitation and started pushing the head of my dick into her ass. I was so excited I was literally shaking. I hadn’t had any real sex to compare it to, but the term “small door big room” made sense to me.
For a first time I think it went pretty darn well. It was anal so there was no stress about having to pull out. I just fucked her ass at a pretty moderate pace while she rubbed herself, trying to be kind of quite because of the parents downstairs, but not really caring all that much. Her ass was so tight and round you wouldn’t believe it, i’m surprised I lasted at all. I took turns feeling up her boobs through her shirt, and gripping her ass, before I got overcome with the sensation of just wanting to fuck her ass, so I held her by the hips and just fucked her until I was close. I was polite enough to say “I’m gonna” and she said “mhm” so I blew my load in her ass. I stopped humping at that point but she actually grinded on me for a while afterwards.
I remember it being so unreal hanging out with a girl for the rest of the night who had my jizz inside her ass.
It went like that for a while after, she would come over to study, we would hang out, she would either blow me or I would fuck her ass while she fingered herself. Honestly I think she got off on being a slut more than the actual banging. She never actually let me in her pussy and I didn’t push it, because hey quit while you are ahead. It wasn’t until my first real girlfriend like 6 months later that I did it the normal way. She thought I was some kind of weirdo for thinking she would like it in the butt. Funny how that worked.
amazing body