I spent a few hours on the plane thinking about my exploits, and looking forward to having a little fun once the day's work conference ended and I was comfortably back in my hotel.
I had long since come to terms with the fact that my voracious appetite for sex knew no gender bounds. My first encounter had solidified that. I smiled to myself how slutted out I had been that night, my mouth clumsily stuffed with cock before eagerly offering my ass to be plowed. I shifted in the cramped airplane seat to adjust the erection that was growing, thinking about how on a night that would have been filled with mediocre video game play and cheap beer, I instead had driven home with a sore jaw and a slightly sore backside. If one thing that night had proven, it was that I liked the surprise aspect of the whole affair: Zero to cock-whore in 60 seconds flat. Such was the nature of online hookups.
Still, I had unanswered questions about that night, and how I wanted to channel this sexual energy of mine. Being the first time that I sucked cock, my attempt while genuine was as awkward as one would expect. He was gracious as I tried my hardest to get him off but was unable to. I had offered my other hole as a show of bravery. I thoroughly enjoyed the primal thrust and the swelling of his shaft when he shot his load deep in me. It was an intoxicating feeling, but I had not done it again. I certainly wasn't out of pain or fear, rather a lack of motivation.
And that's the thing about me: I always have to do things twice to make sure the first time wasn't just a fluke. While I didn't necessarily want it to be an everyday occurrence, I wanted to have my mouth and anus stretched with CONFIDENCE, not out of curiosity.
So, I had my mind made up as I sat down at my laptop after the workday and prepared the ad I was going to place. I needed at least one of two things to happen. One, I wanted to finish a guy off with my mouth. Spitting or swallowing was never a doubt, though. If you're going to suck someone off, you should go all the way. Two, I was going to get penetrated. I had played with toys in my own ass enough since that first time to know I could handle it. If I was lucky, I would come across someone who would give me two for one shopping. But as I sipped on the wine that I had grabbed on the way to the hotel, I knew I would be satisfied with either one.
The first hour or so drew no interest. The second hour, a few replies that were either too over the top to be serious, or two tepid to be interesting. I was about to log off and try to get some sleep when one came through that was interesting:
'45-year-old, married white male, closet cocksucker who wants to be told what to do. Will travel, no reciprocation if you don't want to.'
Intrigued, I replied back and told him a bit about myself. 48, Black, masculine, about 7 inches and ready for your mouth. I knew he was for real because he replied back in less than 2 minutes with a simple, "Sounds nice. Tell me where you are, and what you will have me do."