Skip to the *********** for the sexytimes, but the setup is worth it I think.
So just for context, this took place almost a decade ago, when Craigslist personals was up and running. Sure, more often than not you got strung along by someone who would flake out, fish for pics, or stop responding after a few messages, but for the dedicated pervs there was plenty of fun to be had. I was in my early 30s, single, horny, and morally deficient.
Another thing I was – bi-curious. This *definitely* helped your chances of actually meeting someone on CL. I was and am mostly straight, but every now and then I got the insatiable desire to be at the receiving end of a cock. I can’t quite pinpoint where or when it happened. I think it came with the realization that I would feel like a slave to my own cock’s desires to fuck, to pound and fill and dominate a pussy, an ass, a mouth. So I was already at the whims of one cock – my own. I wondered what it would be like to be at the whims of another? To have no other purpose, even if only momentary, to fulfill the needs of a cock that was not my own? After all, I knew firsthand the sheer agony of wanting – no, **needing** – to have the pressure released, to have my balls drained through a good orgasm. Maybe I could serve as the outlet that another man needed?