How I learned the pleasures of anal

I know my body was so tense that there was no way he was going to get it inside of me, but that didn't mean I didn't want it. He said, “Don’t worry… I have some lube ready which should help out” and I saw him grab a bottle off the bed from the area where the lingerie was still laid out. I remember feeling the cool touch of the liquid as he rubbed his finger on my entrance. I was so nervous and my body was locked so tight just couldn't move past the torrent of thoughts swarming through my head. I wanted it so bad, but yet my body was betraying me by not allowing anything inside of me. I was so flushed and remember my face feeling hot as I was there bent over the bed with this guy standing behind me trying to get inside of me. I looked over at the mirror and saw myself at that moment.

While I had short hair, I did have a nice and slender body, but it was also athletic and not particularly feminine. When I say myself with the thong on and the bra on, I actually saw what could be a cute girl. Excited and distracted by that thought my body released and the finger with which he was rubbing my ass, finally slipped just a little inside. I was momentarily surprised and tensed up again, but he didn't waste any time placing his tip at my entrance and slowly starting to push in. Still quite nervous, but now a little more relaxed he slowly started to enter me. I felt the pressure I had before whenever I had played with myself, but this was different because it wasn't me directly causing it, my hands were on the bed, holding up my body as I was bent over. He kept pressing and after about a minute of just pressing on the outside, he finally pushed one last and final time. Excruciating pains shot through my body and I can recall screaming out from that short surge of distress. He was now inside of me and while, only a moment ago, I knew 100% that I wanted it inside of me, after those sharp pains I couldn't help but pull away. The throbbing pain persisted and he apologized for hurting me but said I was just too tight to take him in. I was still aroused, but knew that I couldn't do that again…not tonight at least… so he ended up taking care of himself while he touched and played with my body.