He lifted his legs

From OTwiki

He lifted his legs and I pressed the head against his hole. It was already so warm and his face was so hot to look at as I pushed deeper. I had that Its In moment when the head fell inside of his ass. Its that No Turning Back Now moment that tops love so much. Its like, We are in now and its only going to get better...

I went in deeper but knew I had to work to stretch this ass to the point of full penetration, and I was enjoying this so fucking much. Just pulling the head in and out normally would piss me off - but now, I was loving it. His smooth, tanned little body just loving me inside of him. I was kissing him so hard and running my hands all over his body. I kept pushing deeper and deeper.

At this point, there was no question that he was a virgin. The older guy kept asking him how it felt. He kept saying, Now THATS how it feels to get fucked.

The kid told me that he wanted me to cum. I asked him if it was hurting and he said, A lot. I told him I would and I was able to get close right away. I told him that this was going to hurt a lot, but I promise it would be quick. He said, Okay.

I laid all of my weight on top of him - took both of my hands, reached under and grabbed his ass cheeks, spread them, and while laying on top of him, my hands on his ass, I slammed my entire body into his ass as I shot my first stream of cum. I rocked his body over and over again as I filled him up. He was clearly in pain.

I pulled out of his ass and this was when I noticed the old guy was jerking off in a chair to the right. He came on his stomach and laid there. He pointed to the kid and said You really fucked that ass. I looked over to the kid and I could see the white liquid all over his hole. That was the best fucking moment to start the year off. Seeing your load ooze out of a hot boys hole.