A whore's life

In the morning on my day off from the movie theater, I bought the GQ summer issue with a sexy blond guy and a woman on the cover to get ideas. I went to the 44th Street Brooks Brothers, it was fancier than Bloomindale’s. I bought some polo shirts, briefs, and a few pairs of nice shorts. It felt great to have cash to spend on myself. I took a shower in the hallway of the rooming house and went back to my room. I put on my new briefs, white shorts and a dark blue polo shirt with the ram. I put gel on my hair. I wore the new black sandals Rory gave me in addition to those dress shoes. I looked real good in the mirror, the white shorts showed off my ass and crotch. I practiced smiling.

I took the subway at 14th and 8th and soon I was on the East Side. It was 5:30 PM and the streets were crowded with people done with their office jobs. 53rd and Third Avenue was where Rory said to go. There were lots of young guys standing around waiting to meet up with older guys. Nearby, were sex stores with booths where they could get down to business.

I stood, taking it all in. “I pay $20 to get a booth blowjob” a tall blond guy in his 30’s wearing a suit, said to me. Hey! I wasn’t planning on trying to pick up tricks on the street! Opportunity knocked. It wasn’t beginners luck, it was because I was new. I was fresh meat.

“Sounds good” I said. He passed me a $20 bill and I followed him into a sex store. The East Side ones were just like the Times Square ones. A jumble of perv-types, weirdos, good guys and hustlers. I followed my trick into a booth. He put a quarter in the slot and a porno film started to play. I couldn’t watch it as I was on my knees sucking this guy’s hefty cock and suckling his firm balls. He came, I swallowed, he zipped up and left. I got up and left. I didn’t like the atmosphere.

There were also several bars nearby. I went into one. There was a lot of velvet and oak. “Can I see your ID?” smiled the good-looking late 20’s Italian-American bartender. From my new wallet, I took out my driver’s license and he looked at it. “What are you having Patrick?” “Dewars on the rocks.” He poured my drink. “I’m Christopher. It’s on me. I get off at 9:00 PM. If you’re still around, I’d like to show you around.” He said winking. “Thanks.” I walked around and went downstairs. The place was jammed with lots of older guys in suits. I stood around sipping my drink.

“Hey, handsome. I was looking for a good time before I catch my train” said the gruff though friendly voice of a stocky suit guy in his 40s with a sliver crewcut. I noticed his wedding ring. “I could give you a good time” I smiled as I took a sip of whiskey, my tongue lingering on the glass’ rim. “All the way?” he muttered as he patted my ass. “You could take me all the way” I smiled. We looked at each other as he handed me 3 $20 bills. I followed him out. We silently walked a block away to 52nd between Second and Third. The Hotel Seward was a little better than the Liberty. It was the same deal. Rooms by the hour to trick in. “You’ll get used places like this” Mr. Feinberg had said. The man paid the clerk and we walked up to the second floor and we went in to a room.

While standing near the bed, he undid his belt, unzipped, his trousers fell and pulled down his boxers. He sat on the bed. His cock was average in length but very thick. I dropped to my knees and began sucking him and working on his balls. I took his moaning for approval. He reached over for the Vaseline. I stopped sucking and got on all fours. With his cock greased up and my ass greased he fucked me like he was a bull as he grunted. Solid steady thrusts and in short order he was cumming in me. I was still hard. He cleaned himself up with a towel and redid his underwear and trousers. “You’re a good kid. See you around. There’s another 30 minutes left on the room. You can freshen up. It’s still early. Thanks.” He left. I took a shower in the small bathroom, got dressed and went back to the bar.