My Summer Job

And so, I joined the world’s oldest profession as a high-end sex worker. Mr. A’s service catered to men who sought a particular kind of sex scenario with particular types of men as performed by me and the other employees. He explained that the clientele was guaranteed complete discretion, as were the employees. All clients and employees were tested and cleared of disease. From here on I would be known to him only as “Joey,” other than an additional character name I adopted for a situation.

I would never handle money from a client. The pay was $500 per engagement unless it involved an overnight stay, in which case the rate tripled to $1500. I was to be allowed money for expenses and would be paid weekly in cash, in small bills delivered in a FedEx envelope. I was allowed to develop my own character as suggested by the client and was never to break out of the persona.

Fuck, I thought, I think I’m gonna like this... I get paid for sex and for acting, my two favorite things.

My first gig was as a cleaner in an office building in center city. I was given blue coveralls and a security tag for the company serving the building plus some basic information of where I was to work, what time to be there, where to find supplies, etc. Oh, and to wear only a jockstrap under my uniform. I was told to be a man from eastern Europe, and so I became a Polish immigrant, Jakub, with a strong accent and a three-day beard. A little scruffy.

The 21st floor was completely lit but empty of any employees I could see in the open areas. I pushed my custodial cart from cubicle to cubicle, emptying trash and recycle bins, and wiping down desktop surfaces. It was a little weird not knowing how or where the scenario was going to happen. I went in and out of many private offices down a hall but found no one there, until I noticed a door standing only slightly open.

I approached the door quietly and knocked lightly.

“Hello?” I said. “I am cleaner?”

“Yes, come in,” someone said from within. I pushed open the door to find a 40-something-year-old man, dressed in a white shirt, collar open and tie loosened. And very handsome. Beautifully groomed.

“Hello,” I said. “I take trash?”

“Yes of course... Hello, you must be new here.”

“Yes, I from Poland. Jakub. Nice to meet you. I take trash and recycle. Thank you.”

“Thank you... Jakub.”

And then I left the office and continued my work elsewhere, discreetly keeping my eye on the man’s office door. After a few minutes, he stepped out of his office wearing his suit jacket, walked down the hall and went through a door labelled as “Executive Washroom.” I waited for a bit before pushing my cart that way and then entered the room with a spray bottle and rag. The Executive was standing at a urinal. I stood at the sinks opposite, cleaning the basins and watching him in the mirrors. The way he moved one arm showed that he was doing something other than pissing.

“So, Jakub,” he said, “You like working here?”

“Tak,” I said, “I mean yes. Is good work for me. I go to school, too. Study business.”

The Executive then turned partly to reveal that his pants and belt were unfastened, and a nice hard-on was standing out above the waistband of his underwear.

“What do you think of this business, Jakub?” he said, stroking the full length of his cock.

“Um, is nice business, sir... Is beautiful cock... You are very sexy man.” I said, moving close to him. “I, I help you?”

He smiled and nodded. I unzipped my coveralls down to my crotch and shrugged it over my shoulders, revealing my body all the way to the waistband of my jockstrap. Then, I knelt down in front of him and took the tip of his erection in my mouth. “Very, very sexy...,” I said, kissing the tip and teasing it with my tongue. The cock jumped up in response. I took in more, enjoying this cock like I would any other, mouthing the shaft, and swirling my lips around the head, running the ring of my thumb and index finger up and down and as I took all in my mouth. A total pleasure for both of us. My own cock started to strain the pouch of my jock.

“Nice. You’re good at this, Jakub. Get up and turn around.”

I knew what he wanted, so I stood up, kicked off my shoes, stepped quickly out of my coveralls. It was such a turn-on to be suddenly naked wearing only a jock while he was fully dressed in a suit and tie.

I was eager to get fucked by this Executive in his dark suit, but I sensed that he wanted me to beg for it, so as Jakub I said “You fuck me, sir? Please.” as I turned to show my naked ass and the straps framing it and bent over to expose my hole. He grunted and reached out to stroke my cheeks. “Oh, so pretty, so nice,” he said as he caressed my ass and teased my hole with his fingers.

Then he quickly grabbed the straps of the jock and walked me over to a sink where he pulled my waistband down and massaged my hole with some lotion from a bottle on the counter. He took a squirt to lube his, now, rock-hard dick, too.

“Yeah, I’d be happy to show you how we do business in America.”

He wasted no time in entering me—a slow punch to get the head through my sphincter and then a swift plunge of his full shaft. I couldn’t help but grunt from the speed of his entry, but I took it in with no problem. [I’ve done this a lot...]

“How’s that feel, Jakub?

“Unh,” I said, “Feels good. Sir.”

“You like this big American cock up your ass, huh?” he said, pushing more into me.

“Yes, you fuck good, sir, unh. Good American fuck. Fuck me hard, sir. I like.”

And so, he did. He started with a few long, slow strokes that took him all the way in and almost all the way out before picking up speed and repeatedly ramming me fast and hard, breathing heavily as he continued with short quick thrusts.

“Fuck... you... hard.” he said, in between breaths. “Fuck. You. Hard.”

And me? I was loving it. I love having a hard cock filling me up, pumping my ass. I even like to squirm back and forth to open up my chute and let the cock get in as deep as it will go.

I don’t know how long we went. I loved watching his expressions in the mirror. He clenched his jaw with each powerful thrust into me. At first, I was holding onto the sink with both hands as he rammed me, but I could see that he had pulled down his pants because his ass was bare. So, I grabbed his cheeks with both hands and pressed him into me. That seemed to have really turned him on because he started to grunt with each thrust. Like one per second:

“Unh. Yeah. Unh. Fuck. Yeah... Fuck. Yeah...”

I knew he was getting close to getting off, and so was my own hard dick. With a mind of its own, it sprang out of the jock pouch and started shooting gobs of cum into the sink as, at the same time, the man yelled out a primal scream and pumped blasts of hot semen into my ass.

It took a minute for us both to calm down. He pulled out slowly, leaving that feeling that something is missing after a good fuck. He pulled up his pants, buckled his belt, spanked my ass, said “You’re a good worker, Jakub. Welcome to America.” and left the room.

I laid down on the cool tile floor and stretched myself out naked, feeling worn out but oh so satisfied with my new job.