Chapter 4 The Present... A Trash Dumpster "Rambo, I'm in," I broadcast to my partner while reveling in the cooler air flowing from the room I'd just spent two very hot days and nights tunneling into. The WHOOP! and YEE-HAW! I got in response was deafening through my earpiece. "Settle down, Rambo. I've got a lot of stuff to get inside. Let me know if a guard stands up even to scratch his ass!" "Will do, Sugar Tits. You are...

When Nora and I started our final year at City College, we were both still on the student newspaper The Salient. In the two years since our break-up, we talked to each other at times, but we didn’t have a lot of interactions elsewhere. Mostly we saw each other in the office on the third floor, and that was about it. One day in early October she came up to me and said, “Paul, I’d like to talk to you about something. Let’s...

They say experience is all your mistakes remembered. It's little comfort as I become a reservoir for another overworked businessman or unfulfilled husband. A continuum of shameful mistakes I let ravage me. This one enjoys dishing spanks. My ass tingles. Heat swirls, a perverse thrill despite myself, his engorged cock sawing as fingers gravitate to pinch primed nipples. I gasp, the orgasm unexpected yet rapturous; a floodi...

People have asked me: what is it like to turn a trick? They want to know the mechanics of it for sure, but they are also curious about the emotional state of the lady who does the work and gets paid for it. I do remember a certain incident that happened in April 1974 near the end of my first stint as a hooker. Nothing unusual happened in that particular pay-to-play event, but the details of what I did and what the john di...

On April 1st, 1848, Glenda Hutchins and Louise Grantham stepped out of their boarding house on the New York City waterfront where they had spent the night, like they had just about every night for the past two years, entertaining sailors who came through the port. They entered a small waterfront restaurant, which catered to the sailors and dockworkers. Perhaps there was one or two who’d like some morning amusement. “Glen,...

In mid-September, after I had accepted the dominatrix position offered by Gilda Wasserman, she met me in front of the building I would be using for the “sessions,” as she called them. I was surprised when she had told me these would happen in the basement of a loft building on West 27th Street. My first client, a guy named Kevin, had already been lined up with me. When talking to Gilda on the phone, I mentioned that I had...

I took on a challenge to procure a beautiful shemale to join a private orgy. She had to be young with pert tits and a shapely arse. I got the job because I boasted about connecting in this space. Fuck, I overdid the bullshit now I was committed to delivering. I started going to the strip clubs to discover that the performers were heterosexuals. No other genders except for trans. A shemale is something different. I read up...

Within a week of starting my hooking gigs, a lot of guys at CCNY had my home phone number and I’d arrange many of my transactions through that medium. Sometimes I’d still do it the old-fashioned street prostitute way. I’d lounge around inside the Finley Student Center or just stand outside that building or maybe Wagner Wall, and invariably some dude would approach me. My first ever customer, that Greg with the big Ford, p...

"That was amazing." "Yeah." "I mean, you really know your stuff." "Thanks babe." Nadine clasped her bra. "I hope I wasn't too rough. I can be an animal sometimes," Stanley boasted. "Really?" she laughed. "Well, I'm a little tired today." "Sure baby. I know how it is." She pulled on her thigh-highs. Stanley sat up in bed, wearing his undershirt and brown socks. After an uncomfortable pause, "I could really use a drink. Wan...

Detention Lara, as Laurence Little called herself while en femme, muted the Beast and mulled his proclamation banning travel from China. Her parents’ trip to visit her mom’s family in Wuhan, scheduled to end days later, would be indefinitely extended. So she could continue live streaming softcore femboi porn to her coterie of fans from the comfort of her bedroom. She tweeted “live show at 5 pm ET,” took off her make-up an...

As far as motel rooms go, this looked like a very nice one. The mattress appeared to be new, the décor was very modern, and all the light bulbs worked, at least the ones that were turned on. I was making these observations while a truck driver named Jerry was fucking me doggie style, carrying on about how I was his “little princess slut” and “little baby fuck hole.” I could only imagine that where Jerry was from, both wer...

I met with Tabby on two other occasions after meeting her that night at the professor's. It was evident that after our third encounter that neither of us really knew where to take this relationship and mutually decided it was best to end our little fling. I was not heartbroken at all. I knew things would eventually run dry with her. As winter came along, most of my weekends were spent alone. Sal and Sophie were typically...