Meeting Anne - Sex Stories

Meeting Anne

... “Cum for me!” I encouraged her. She had told me in an email at some point that it took her a while to cum, so I was a bit surprised at how fast it was. I didn’t let her recover for long before I straddled her and guided my cock into her mouth again, telling her, “Suck it!” I was with a woman who liked to give head, and I was enjoying the opportunity. She sucked eagerly, as I enjoyed the sight and feeling of my cock thrusting in and out of her mouth from above. But now I wanted to finally experience what I had been waiting for for so long. “Turn over,” I told her as I got off of her. “I want to fuck your ass now.” Obediently, she turned over onto her hands and knees, and she turned to continue sucking my cock as I fumbled with the box of condoms. I couldn’t rip the plastic off, since my nails were too short, and I eventually had to have her do it. Soon, I had a condom on my cock. I pulled the plug out a bit too quickly, since in my eagerness I had forgotten to be careful. She said, “Oooh!” but it didn’t seem too bad. I was a novice at this, and I resolved to be more careful. I squirted lube all over my cock, and worked some more into her asshole with my fingers. She told me she was ready, and I tried to push my cock into her ass, with her on all fours in front of me. I had a bit of a hard time getting the angle right, and it took a little maneuvering before my cock popped in surprisingly easily. “You’re in!” she told me helpfully, which I appreciated, because in my position ...

... I couldn’t quite see, and the only thing telling me I was in her ass and not her pussy was the unfamiliar angle. “Where’s my cock?” I asked her. “It’s in my ass!” she responded breathily. “Are you my dirty whore who likes to take my cock in her ass?” We had talked at length before about this kind of language, and it turned both of us on. Being able to say it in person was exhilarating. It wasn’t about being demeaning, but pushing limits and playing with taboos. “Yes! I’m your whore! I’m Mike’s dirty little whore!” I was surprised that the sensation of being in her ass was not all that different from being in an incredibly tight pussy. Maybe the condom was masking the feeling, but as good as it felt, the excitement was more mental. It made sense. This was my first time ever having anal sex, and I had built it up from the time I was a teenager. And realistically, what did I expect it to feel like? The idea that a woman was letting me fuck her in the ass, that she was both indulging my fantasy and doing something that she herself craved was incredible. That said, I don’t think I had ever felt such incredible tightness. No pussy I had been in had gripped me as tightly. I had long ago resolved myself to probably never getting to try this, and I also knew that even if I ever did get to try it at home, it would be grudging and reluctant, and probably not all that great. In fact, as much as I did want to try this at home, I knew that even if it was offered I might even turn it down, ...