I was with my boyfriend for three years before we broke up. We then kept loose contact, and as time went by we grew some sympathy for each other again and one drunk night we kissed, and we are a couple again since then. Our sex live was not bad but never too exciting. We were not doing anything that was out of the ordinary. I sucked his cock, he licked my pussy, and we fucked. That was it. During the period of separation, however, I discovered that I wanted a more fulfilling sex-live. I was keen to try new things.
Thus, I planned to go on the offensive as soon as possible in order not to let the old rhythm take over. The first thing I wanted to do was anal. So one night at the weekend, after a couple of glasses of wine, we were lying naked in bed. We kissed, and his middle finger teased my clit. I was wet. I put my hand on his thick cock, and started to stroke him gently. I was nervous and excited at the same time. Then I got things going. I turned my head and whispered in his ear: “Do you want to try something new? Do you want to fuck my ass tonight?” “Really?” He sounded surprised. Of course, he didn’t expect that. “Yes, I want your cock in my ass tonight!” He started to realize that I was serious. “I really want you to fuck my ass,” I said, “but you have to be careful. Promise?” He promised to be very gentle and then asked me which position I would prefer. I have been thinking about that a while, and came up with the idea that doggy style would be best. So I said: “Please take me from behind”. Then I got on my knees and exposes my asshole. Now there was no way back.
I had bought some lube beforehand which he now put on his hard cock. He was right behind me, preparing our anal adventure. It was a weird feeling. Like the silence bevor the storm hit. I was nervous and didn’t know whether to be afraid of what was going to come or to look forward to the potential pleasure I was going to enjoy. Maybe a bit of both. “Are you ready?” I heard him say. Was it going to hurt? How would it feel? I just truly realized in this moment that I was about to be penetrated into the ass. For the first time! “Yeah, I am ready,” I replied, “but slowly please”. His cock would enter my asshole at any moment now. I closed my eyes and tried to relax. I lowered my back a little more to really make it easy for him to enter. I heard him breathing behind me. It was really sexy to totally exposing myself to him by offering my ass like a dog! Then he was there. I felt the tip of his cock at my ass. That was good. It felt good. It was going to happen now. Then he pushed a little bit forward and the head of his cock slid surprisingly easy into my ass. It was intense. It hurt a bit. But overall the feeling was good. “Are you ok?” he asked. He was really lovely. I trusted him fully. “Yeah,” I moaned. Then I whispered: “Go deeper”. He slowly pushed forward and his cock entered my asshole properly, although he was still not fully inside. He stopped again. I know his cock very well but I could at that moment not tell how far in he was. Luckily there was no pain. But the feeling was very different from having my pussy penetrated. I dared not to move, wanted to stay a bit in this position to get used to that new sensation. He understood this without words and waited for me to take the next step. When I felt ready I pushed a bit back to signal him that I was ready to have his cock fully in my ass. Now I really wanted it. He pushed forward and his cock slid fully into my tight asshole. It felt good! It took me a few seconds, though, to realize what just had happened. My boyfriends cock was in my ass! It was no more a dream. This was real now, and it was awesome. Finally I got fucked in the ass. I realized that this was what I wanted for a long time. I was now ready to really fuck with my ass. “Fuck me! Fuck me hard!” I said. “Fuck my ass as if you would fuck my pussy!” He didn’t need any more encouragement and started to move his cock back and forward, first slowly, then gradually faster. The feeling that this gave was something I never had experienced before. It was as if my whole body would get penetrated. It felt so good! He increased his pace and a help him by moving my ass back and forth. I felt dirty and happy, I wanted this cock so badly in my ass, and it was so good. Then orgasm hit me with surprise! I came as I have never come before! My entire body shook as incredibly intense waves of pleasure went through my body. What an experience! I was still in my orgasmic delirium when I felt his cock explode in my ass. He moaned and pushed his cock forward. Then I felt his warm semen fill my ass. I was in Heaven! Afterwards we cuddled a bit and I whispered in his ear: “I want you to fuck my ass every time from now on. Only one thing: Please cum in my mouth the next time. I don´t want to miss swallowing your cum!”