After the response to the initial story, I decided I needed this kid to fuck me. Many great responses from Literotica readers swayed my opinion, and since I was hot for his cock anyway, led me to play with him again.
I reached him online, and he told me that he just got out of class at the university and could be here in fifteen minutes. I agreed and went to prepare for his arrival. I rarely use the bedroom for guy sex, but I knew that's where he would want to take me. I laid out a bottle of lube and a condom, just to be ready.
He arrived, and we immediately began kissing. It felt strange, kissing this guy who was half my age, but it served a purpose and got both our cocks hard. I reached down and rubbed him through his running shorts, and he moaned at the contact. He reached for my belt and zipper, and we pulled away long enough to strip and resume kissing. He relaxed back on the couch and pulled me on top of him, both of us rubbing our dicks together as we kissed, getting hotter by the minute.
I moved down to his erect cock, and began to lick. He moaned and held my head to his crotch, pulling his cock into my mouth, and forcing me to take it deep. I sucked him like that for a few minutes, and he finally let my head go, so I moved down and began licking his balls. His moans of encouragement told me that he liked what I was doing, so I continued. After a few minutes of this, he pulled my head up and told me he didn't want to cum too soon. He then looked at me and asked me what I wanted.
I sighed, and told him that I really wanted him to fuck me, but that I was tight and he needed to be patient and go slowly. He nodded, and asked where, and I told him we would go to the bedroom. His face lit up at this, and he jumped off the couch and headed for the bathroom, saying he'd be right back.
I went to the bedroom and lay down with my butt in the air, giving him a nice view of his target. He came into the room and took note of my butt, telling me he thought I had a nice ass, and that he was going to enjoy taking me. Promising to be gentle, he began rubbing his cock on my ass and nuzzling my neck.
Just as I was getting used to that, he moved back and spread my ass, then slowly began licking my hole. It felt really good, and helped me relax. I pointed out the lube and the condom, and he said he had seen them and continued rimming my tight ass. He did this for several minutes as I moaned and enjoyed it, then I heard him open the bottle of lube.
I felt his finger slowly circling my hole, getting it wet with lube, and then he began a gentle penetration. I groaned, as my hole was very tight, and I've never been much for having it fingered. He told me to just relax, that he knew what he was doing, and to just let him do his thing. I tried to relax, as I knew that I wanted his cock, but it was still not easy.
After a few minutes of gentle finger-fucking, he slid a second finger into me and really began spreading my ass. It hurt a bit, but I relaxed and tried to picture his cock entering me. Moments later, I felt him get up and heard the rustle of the Trojan being opened.
I rose up to see him, and caught the last half-inch of the rubber going down his cock. It looked impossibly huge in the dim light, but thin, long and stiff, and I knew that I wanted it inside me. He moved back to the bed, and I closed my eyes and felt his rubbered cock teasing my hole.