Around my 30th birthday, I decided to treat myself to an escort. A hooker. A prostitute. It had been about two years since my last serious girlfriend and I needed some energetic sex and fantasy without, frankly, spending all of the time dating and building up to the big bedtime.
Fortunately, this was in the days when online personal ads were very reliable for connecting with independent hookers, depending on the location, of course. I connected with one woman, a gorgeous former pro football cheerleader named Renee, with enhanced double-D cups and some gloriously slutty pictures on her website. Heart in my throat, I called her and arranged a visit as easily as I would a doctor's appointment. We made a date for the airport Sheraton two weeks later, on the Monday after I would get back from a work trip.
I didn't cum for the next two weeks. I did beat off to Renee's photos, imagining all the dirty, nasty, sexy things we would be doing in the two hours I had with her. When I arrived at the hotel, Renee greeted me very professionally but didn't kiss or hug me — she just shook my hand. She excused herself to the bathroom to freshen up, and I took this as my cue to leave the money on the desk, which I did.
Renee reappeared in a very flattering business suit, with a skirt, a smart and sexy mane of hair framing her glamorous gaze and full, pouty lips. Quickly I understood what the ruse was. She began a pro forma discussion of travel and tourism in the area. This was the fig-leaf, I was paying her for a "consultation" and then if we were so turned on by each other's company, well, that was our choice. I sat back, sipped from the cocktail I had poured, and grinned.
Renee wanted me to be sure that I didn't visit any places in the touristy parts of our city, where guys would be lured in by sexy women who would take all of their money. I giggled and let her continue her advice. And then I said ... why the hell not, unbuckled my pants and shot them to the floor around my ankles.
Renee's eyes widened, and she gave a startled smile as I started stroking my dick, six inches, very wide, very large mushroom head. Renee hurried up her silly shpiel and started to take off her jacket, then her blouse. I kept jacking off.