First time anal

Finding someone for your first time can be hard. I knew that I wanted someone to fuck me, but I was just too nervous. I had been out to a gay bar once, but within minutes I had a much older guy telling me how he wanted to cram his dick down my throat and so I left.

I decided to use a free gay dating site to find a man. I made it clear in my profile that I was looking for something casual for my first time. I was also really worried I wouldn't be able to take a cock, so I also made it clear I was looking for someone modestly hung who was willing to take it slow.

I started chatting with a guy called Brian; unlike most of the other people I had chatted with, he didn't come on too strong. He was blonde and fit, but a little older than me. It turned out he was a masseur, and he offered to give me a massage. We both wanted more than that, but there was no pressure and I liked that. He didn't live too far away, so I drove over that night.

As I walked up the steps to his front door, I started to get really nervous. I knocked on the door, and he answered right away. He was taller than I had thought, which made me even more nervous. He invited me in and we chatted for a little while. Driving over, my cock had been rock hard with anticipation but now nerves made me soft.

Seeing how nervous I was, Brian invited me to lie down on the massage bed while he went and got some oil. I stripped off and lay face down on the bed, my heart beating fast. He started off by rubbing my back and shoulders. As he moved to my legs, he trailed his fingers over my ass. As he moved higher up my legs, my cock started to stiffen again. He continued to massage me, rubbing my ass thighs and ass. As I relaxed more, he began running his fingers over my hole. He was surprised at how tight I was; he figured that I was only kidding when I'd said it was my first time. As he continued massaging my ass, I spread my legs and started pushing my ass up towards him. Seeing my eagerness, he leaned down and started to tongue my hole. It felt amazing; my cock was rock hard and dripping. After a few minutes I couldn't take any more, and so got to my knees on the bed and we started to kissing. He leaned down and took my cock in his mouth, while I undid his fly.

We moved to the bedroom and I took out his cock. It was a little smaller than mine, about 6". He was shaved and had a piercing through his balls. I had never seen a guy's cock in real life before. I hesitated for a second, then put it in my mouth and started sucking. I wasn't doing a very good job, but he moaned and I felt his cock stiffen between my soft lips. I stood up and sat him down on the bed, then straddled his cock. It was erect and throbbing with anticipation. He put on a condom while I lubed my hole, gently fingering myself. My ass was open and ready to be filled after he spent so long licking me out.

I sat down on his cock, easing it into me slowly. It felt so good, I'd fingered myself before but never had anything that big inside me. I slowly started to ride him, feeling his throbbing cock inside deep in my ass. As I relaxed, I started to thrust faster until I was really giving my ass a workout. We switched positions and he crouched between my legs, his cock deep in my ass. I could feel him hitting my g-spot with every thrust and I knew it wouldn't take long for me to cum. I shifted my legs up to his shoulders, taking his cock as deep inside me as it would go.

We switched positions again, and he took me from behind, holding my hips as he thrust inside me. I couldn't hold on any more and I guided his hand around to my cock. I came almost immediately, tensing up and shooting my load all over the towel we had put down on the bed. Seconds later I heard him grunt as he blew his load. I lay there for a second, savoring him in me, before going and getting cleaned up,

So far that's my first and only time, but I know that I definitely chose the right guy. Maybe I should give him a call...