I put an ad on Craigslist today to find someone to fuck on my way home from work. There were a bunch of guys who contacted me. Everything from a really hot, muscular, 23 year old, to a cute latin boy with a couple extra pounds on him (sent me a pic of him at Disney World – which says a lot), to married guys who wouldn’t give out pics and offered to pay for hotel rooms. And of course there were the guys who didn’t read the ad and were miles and miles away from where I was looking to hookup.

In the middle of the day I almost took down the ad ’cause I had enough responses, but I didn’t ’cause I was busy… Good thing – a guy contacted me whose house I literally drive right past on my way home – he’s just around the corner from where I work. So I hooked up with him ’cause it was easy and pretty much a sure thing.

The house was on the border of one of the most exclusive towns in the nation. From what I can tell, the house right next to his is for sale for $1.7 million (though the guy’s place was much more modest), and the houses in the town next to it average a lot more than that… So it’s a place that’s on the edge of real luxury – which was a strange place for an anonymous, bareback, pump-and-dump (but I’m not complaining).

So I was trying to figure out the relationship of the guy to the house. He said he had to be “out by 6 PM”. At first, I thought he might be the “maid” (it was impeccably clean), and that might be true, but I’ve found some of his profiles on-line and he says he lives where the house was (at least in that town). So he either lives nearby or he’s the boy for some guy who lives in the house. I’m guessing #2 is the case, ’cause one of his comments was “you know where to find me”…

Anyway, you want to know about the sex, not the house… He described himself as 35, 5’6″, 145, which seemed about right. He left the front door open and was laying on his stomach in the guest bedroom down the hall. He did have a nice body and a fuckable ass… It smelled a bit shitty but long story short, my dick came out clean.

So anyway, I did a little light rimming and then fucked him. As usual, I didn’t bother to take my clothes off… I fucked him for a few minutes (not all that long), shot my wad in his ass, and got up, used the bathroom, and left.

There were a number of things that made it a good hookup – 1) he had a pretty hot body, 2) it took a total of 5 e-mails to fuck him (3 from him, 2 from me), 3) he understood that I just wanted a quick anonymous fuck and he was OK with just being a piece of meat / cumhole for me, 4) it was anonymous but not some dark room in a skanky boarding house or SRO, and 5) it looks like he might work out to be a regular fuck buddy.

I wondered whether he really was neg, since he was so quick to take a load from a complete stranger and seemed like he knew the routine. But I e-mailed him after the hookup (when there was no reason for him to lie), and he said he was neg…

This could be the beginning of something good…