Unemployed hottie seeks career change: Gigolo!

December 3, 2010

His ad said “Unemployed hottie seeks career change: Gigolo!” so I absolutely HAD to answer it. I emailed him about his experience and his rates, to which he replied, “Hey, it was a joke. I have a lot of time on my hands and wanted to meet women.” I wrote back, “Oh sure, I get it. What time is my appointment, stud?”

He sent me a picture. He was much younger than I am, and cute. We made a plan to meet at a bar in his neighborhood. That’s right, the bar he hangs out in. Never meet someone off the Internet in your neighborhood bar! He was chatting with his friend the bartender when I walked in and sat down. I told the bartender to buy my friend here anything his little heart desired. My date looked embarrassed and the bartender looked confused. But if I was playing Sugar Mama, I wanted to work it for entertainment value, so for each drink, I flashed the cash and fawned on Mr. Cub-of-the-Day. As we drank more and more, he got less embarrassed and more interested.

“Would you like to go back to my place and watch some film noir?” he asked. Is that what we’re calling it now? Sure, let’s go. He had a bunch of roommates, so we tiptoed to his room. Long before Bogie was cozying up to Bacall, the Cub was fondling me. Soon we were down under the covers, and this boy was exceptional. I came, asked him what was next, and he said “Really, that’s all I wanted to do.” If he was okay with it, I would leave then. All good.

I got up and dressed while he lay there in the tangle of sheets. I reached into my wallet but after all the cocktails, there wasn’t much cash left. I threw all I had, three $5 bills, on the bed and said thanks. He blanched, but didn’t move. And I walked out into the night, down fifteen dollars. But the endorphins more than made up for it.

The next Bawdy Storytelling:

Wednesday, December 8th
“Dick in a Box” (Sex as a Gift, & other Holiday Mishaps)


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