We both had our first sex with together. It took a long time to get her to that stage. We started out just kissing, then touching, then more touching. Then finger, then my mouth. Finally, I got to rub my cock around her bush and up and down her wet slit. Then she let me cum on her hairy cunt. Then finally, I got to stick it in her with condom on and only for a minute. But hey, you have to work up to these things right? Well, her f****y was having a huge party and Anna and I had thought that we might could fuck again, maybe without a condom. So I was totally down with that. I hid out in Dean’s room till the party got rocking real good. Dean was at work. Anna had a nice room with her private bath. I was to meet her there at eleven. I heard someone leaving, I looked out the window to see Mr and Mrs Thomas leaving. Then I saw it was eleven. Down the hall I went, the noise from the party would cover any sounds Anna and I might make. Into her room I went and then to the bathroom. My cock. “You’ve had a guys cock in your?”“You can’t tell anyone, like, that would be social suicide there. But yea, Mike and I used to do a lot of anal.”“Wow, didn’t know you guys went THAT far. That’s like. Wow. I’ve never even thought of guy on guy anal.”“Not really any different than guy on girl, I mean, for the guy that’s sticking it in. You ever do anal with a girl?”“No, always wanted to but never did.” Tim was clearly an anal fan, but apparently this was another fantasy that he had never tried.“Well, certainly not going to push this one hard, because it’s a damn big step, but if you ever want to try it, I wouldn’t mind feeling you in me.” We paused a bit and just sat there jerking off, pondering the situation.“I mean, I really do but at the same time, I really don’t. That’s like a major line….”. Tim was beyond nervous about this, and I really was too. If we crossed that line too fast, then there is no going back and it could crush the fun we had been having.“Oh I know, absolutely no.
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