Anonymous Bareback Sex Isn’t Always Sleazy…

22 February 2008 | 1 Comment

Load 2008-14

Last night there were 3 or 4 guys who wanted to hookup after work. I picked one and then he stood me up. He logged off when I thought he should be leaving. Then he just never showed up. When I finally realized it wasn’t going to happen I contacted the other guys, but it was too late… And I had even taken one of the pills (1/3rd dose) to make sure things went perfectly with him…

My boyfriend and I had dinner and watched the movie that we had gotten from NetFlix – “Gay Sex In The 70s” (highly recommended, BTW). With all the anonymous sex they were talking about ans showing, the movie got me all boned up – made me wish I lived in NY 30 years ago… My bf and I were discussing whether people have more or less sex these days. It’s definitely different than it was, but random hookups off the Internet in some ways are just as anonymous as cruising a pier (and you’re less likely to fall through a hole and drown in the river).

There I was wanting to fuck, and then being stood up, and then watching a movie with a lot of anonymous sex… So I get online and recontact one of the guys I had talked to earlier on Manhunt. He was available, and since he was uptown (in Harlem near the top of Central Park) I was willing to travel to hurry things along since I wanted to get to bed at a reasonable hour.

He gave me his address and phone number and told me to call when I was outside his building. Thought it was weird he didn’t give me an apartment number, but whatever. So I get there and the entrance to the building is dark. That’s not a good sign, so I call and he says he’s getting out of the shower, give him a minute. I’m sitting there wondering what’s going on. His immediate neighborhood is really nice. The building is a nice looking limestone townhouse, but he’s right on the edge of a pretty seedy neighborhood. If I were paranoid I wouldn’t have felt completely safe.

Finally I see some shadows behind the door and he opens up. No wonder he didn’t give me an apartment number – it turns out he owns the whole building and it’s configured as a single family home. The place is incredible – huge rooms, wonderful old details, really tall ceilings… After all the little hell holes I’ve fucked some bottoms in, this was a really nice change of pace.

We get down to business… He took off his sweat pants and left on his tank top and jockstrap, I left on my shirt… A little bit about him… He was significantly taller and a couple years older than me (things I don’t usually go for), but he was thin as a rail (something I definitely like). And to his credit – he was exactly like his pics – which were clear and numerous.

His ass was really nice so I dove in and rimmed it for a while – just took my time and enjoyed a great looking hole. I reached up to feel his dick – it was soft and a lot smaller than I would have expected on such a tall guy – but I didn’t mind that one bit…

Needless to say by the end of that I was completely boned. I spit on my dick a bit and then shoved in. Given our height difference I figured I should get him up on the bed on his stomach – it would be easier for both of us. His hole felt good (lube probably would have made it feel great), we fucked that way for a while then when I felt my load building I let him know I was going to give him my load. He pushed his ass up a little and you could tell he liked getting my load.

Since I had taken even the one pill earlier, I didn’t go soft right away. I laid down on top of him and slowly kept pumping my dick in and out of his now cummy ass. I didn’t want it to end…. Finally I rolled him over on his side (in case he wanted to jack off), and kept slowly pumping his hole. That went on for a while as well…

Eventually he wanted to kiss and when he laid on his back my dick popped out of his ass. After we kissed and felt each other up then he sat on top of me and jacked off (had this really intense look on his face while he was doing it and barely looked at me)…

Afterwards we laid around and talked – mostly about boyfriends and our experiences owning real estate in Upper Manhattan. It was a good talk…

I’m hoping this is the start of something regular. He’s a nice guy and I liked giving him my load…