Anal first time - Sex Stories

Anal first time

... apply it to his already rock hard penis, as I rubbed some into my tight virgin anus in preparation for the pounding I was about to receive. I don't have a clue why, but we decided to fuck in the tiny toilet off his bedroom. I was standing facing the hand basin, holding onto it for added support. James positioned himself behind me, in the restroom attendant sex position. I looked at James in the mirror and he asked if I was ready for him to put it in me. I reached back with both my hands and spread my ass cheeks apart, allowing him to slide in easier, indicating that I was ready. I soon realised, as he started to push it into my tight little hole, that I was far from ready to take his big cock. My ass hurt so much, like nothing I have ever experienced before. I tried to relax but it was nearly impossible. In hindsight it probably hurt so much and I couldn't really relax because of the position we were using.

We paused for a moment to apply more lubricant before assuming the position again, this time it hurt a bit less. James let out a sensual moan as his cock started to enter my tight hole for the first time, I told him it was hurting too much but he kept on slowly pushing in, I thinking he only managed to get about 4 inches into me that first time, and then he started thrusting in and out gently opening my hole. Fortunately for me the head of his rock hard cock was rubbing perfectly against my prostate and soon this created so much pleasure that my cock became very ...

... hard.

James then started to fuck me at a steady pace. With every thrust I felt more and more pleasure and started to moan. I think my moaning spurred James on, as he started to moan too. It was still hurting a great deal, but the prostate stimulation was also feeling incredible at the same time. I stopped holding my ass cheeks open for him, used my left hand to support myself on the hand basin and started to play with my now throbbing hard penis, it was then that I noticed the huge amount of precum was leaking out for my cock, I used the precum as extra lubricant to sensually stroke my manhood.

After a few minutes of slow and painful anal sex he told me that he was going to cum in my ass. In those days neither of us knew what a condom was. We had already agreed beforehand that we both wanted our respective holes filled with the other’s hot cum. A few more strokes of my cock and I started to explode and shoot a huge load of cum into the hand basin and on the bathroom floor, shortly after I heard James grunt and thrust deep into my ass as he painted my rectum with his warm man seed, I feel spasm of his cock as it squirts his cum squirt into me. James finally stops cumming after several cumshots into my ass, and then stops moving.

We stood in this position with his softening penis still inside my ass, for a few minutes enjoying the afterglow of our first anal sex together, before he slowly pulled it out. I felt a little bit of cum sliding out of my ass, so I moved over to the ...