I am 51. I was on a work assignment in New York staying at hotel for two weeks. When I was eleven I sucked my neighbor who was 18 and I let him poke around me with his finger and his penis. I won't deny that for quite some time now, several years I have been visiting various websites with gay porn. My two favorites are young twink and oler men like me. I have a distinct turnoff to the ripped body culture guys. On several trips I have tried to connect with men, I am good at starting conversations but have never been able to move the conversation towards getting to suck the man off.

After eating alone for a couple of nights in a row and going back to the room alone, masturbating to gay daddies getting it on, I especially like penetration videos, I got on Craigslist and posted a listing for a mature, over 50 top who would take care of the needs of an over 50 want to be bottom. When we connected via e-mail I was up front in letting him know that I wanted to try, I thought about it a lot, I had sucked a guy when I was a kid and that I was open to bottoming for him, I didn't want to die and not know what it was like to get fucked. There was a price, to which I agreed. He wanted to be paid in cash.

We met in the lobby of the hotel, he was healthy looking but not a gym rat type, he was a bit shorter than me, he had a strong hand shake. In the elevator he grabbed my package, he surprised me, he said he wanted to make sure I was serious. In my room he asked for the money, which I gave him, he unzipped his pants and took out his penis and had me sit on the bed and rubbed my face with his penis. He rubbed my lips, he told me to stick out my tongue, he slapped my face with his penis, he was half erect and he told me to open my mouth. When he put his penis in my mouth he had to slow me down, not suck on him so hard, taste his penis, run my tongue all over the head, find his pee hole with my tongue, close my eyes and enjoy it.

After a few minutes he stopped me and got undressed and asked me to get undressed. He played with my penis in his hand and asked me to play with his. For some reason I couldn't get an erection, he told me that happened and asked if I wanted to buy some Viagra, which I took. We got on the bed and he started to suck me and finger me, I still couldn't get an erection, but he did and he had me suck him some more.

He went to his pants and took out a tube of anal lube and asked me to lay back on the bed, and lift my legs. He stood between my legs and used his finger to lube me up, he started with one finger and then two, shoving them in and pulling them out. He asked me if I was ready, I had never been more ready for anything. He asked me if wanted him to use a condom and I said no. He put his penis up against my anus and slowly worked it all the way in until I could feel his thighs against mine and he told me to keep my legs up as he started to stroke it in and out. The feeling was too good, I can't describe it and give it justice, suffice to say that it felt really good. After a while he asked if I wanted him to unload inside of me and I said yes and he worked it until he came with several jerks and he pulled it out.

He went to the bathroom and came back with two hand towels and gave me one to clean up and he used the other one. He gave me a quick suck, but I just couldn't get an erection. We were standing naked in the room, I could see our reflection in the mirror on the closet door. He asked me if I wanted a kiss and I said yes and when he kissed my mouth as he held my penis and I got an erection which he stroked as he kissed me, he sat on the bed and gave me a suck until my erection went down again.

He said his name was Mike and he gave me a code phrase to use if I was back in town. He was always available to take care of me.

At his rates I could only afford one encounter on that trip, but it was worth it. I lived my dream.