Trade 11 by Mark James
I wasn't always into BDSM. When I first arrived in town a guy not more than 18 years old picked me up and offered me $20.00 to suck him off. Then he offered me $40.00 if he could tie me up and fuck my ass with dildos. I was dumb and stupid and didn't know any better so I agreed.
He took me to a warehouse, got me naked and tied me over a short stool, tying my arms over the front legs and tying my legs to the rear legs of the stool and then he tied my ankles to a pole which kept them spread. My ass was exposed and he could do anything he wanted to me. I was terrified but tried not to show it.
The first thing he did was to insert his finger in my ass and then ram it in and pull in out. He was not gentle at all.
The next thing he used was a medium size butt plug. He just rammed it up my ass, not caring whether it hurt or not. He pushed it all the way in my asshole, but of course I would bear down on my anal muscles and it would work itself out. He got irritated and just rammed the plug in and out of my ass for 5 minutes.
"How do you like that, cocksucker? Do you like your ass being worked?"
"No," I said, "The fucking thing hurts."
"Too fucking bad, fellow."
Then he stuck a larger, longer vibrator dildo up my ass, turned it on and massaged my prostate with it. My cock got hard as a rock and I lay there helpless and moaned with pleasure as he pushed it in and out of my asshole.
"Found something you like eh?"
He reached around my body, found my erect cock and stroked it as he worked my prostate with the vibrator.
It felt so good I forgot I was tied up and helpless.
"Well, let's see how you like a real dildo," he said, as he lubed up a 2 "" dildo, lined it up with my asshole and started working it in.
"Yell, if you like it," he laughed.
Although he was using lube it hurt like hell. I yelled and screamed and the more I yelled the more he pushed the dildo up my ass.
"Please stop," I asked, "That hurts like hell."
Let's see how you like thus, he said, as he drove all five fingers of his hand up my asshole.
I let out a blood curdling scream.
"Shit, I'm gonna blow my load," he said.
He came around in front of me with his hard cock and said, "Open wide, cock sucker."
I opened my mouth, stuck out my tongue and he blew his load all over my tongue.
I closed my mouth around the head of his cock and sucked the come out of his cock. He slid his cock in and out of my mouth.
"Suck it, you queer."
So, I sucked on his cock until it softened.
He put away his cock, untied my hands, slapped me hard across the face and said, "Stupid fuck." as he rifled my jeans for what money I had and walked away without paying me.
I managed to work my legs loose eventually and got dressed. I learned two important lessons. Always get paid first and to never, never put myself in a helpless position.
It could have been a whole lot worse. He could have left me tied up, could have beaten me up, could have killed me and/or walked away with my clothes and ID.
That was a hell of a way to start my career as a hustler. In comparison to that episode I thought about one I had after I had graduated to the rarified atmosphere of billionaire sex.
The client was a grey headed older man probably in his fifties. He wanted me to dress like a teenager. With the right clothes on I could pass for a 15 year old at that time. He warned me that he wanted a young guy to dominate so I was not going to be surprised if I was treated a little roughly and became a cum dump. For $10,000, paid in advance I was willing to be roughed up a little.
I wore a sleeveless t-shirt, Levis that were almost falling off my waist and a white baseball cap which I wore backwards. He had a 7 inch cut cock and was in to face fucking and being deep throated.
We went to his bedroom, I took off my Levi's, he admired my cock and had me spread my ass so he could get a good look at it and then he had me get on my knees ad take off his pants and briefs. He kept on his t-shirt and never did take it off.
He took me by the jaw and turned my head up to look at him and said, "We're gonna have fun aren't we boy?
"Yes sir."
"You like to suck cock boy?"
"Yes sir, I love sucking cock."
"Well then eat me cocksucker, suck my dick."
I slid his cock in my mouth about half way down his shaft and sucked his cock back and forth.
"That's good boy but you can do better than that. Take the whole thing, deep throat me. Oh yeah boy, you love my cock don't you?"
There was nothing I could say since he had pulled my head toward him with his hand and his cock was buried all the way down my throat.
"Oh yeah man, that's' great. You're a good cocksucker, choke on my cock."
He held my head buried in his pubis until I choked and then let me go. I slid my lips back and off his cock and went back to sucking on half of it.
"Yeah man, suck that cock, Come on down, take the whole thing."
He put his hands on my head, pushing his dick down my throat and started flexing his hips to fuck my mouth.
He gave me no respite and kept fucking my mouth with his wonderful cock for the next five minutes.
When he finally let me pull back he said, "Stick out your tongue, boy."
I did and he slapped his cock against my tongue 3 or 4 times and said, "Lick up my pre-cum boy."
I extended my tongue and licked at the pre-cum oozing out of his cock.
"You like that, don't you boy? You like eating cum."
"Yes sir, I like your cum sir."
"Let's go over here to the sofa."
He moved to the sofa, sprawled out on a cushion and spread his legs. I sat beside him, leaned over and licked and sucked on the head of his cock while my hand closed around his shaft and stroked up and down.
"Um, yeah."
He put his hands on my head and pushed down as he said, "Ok boy, you know what I like, eat the whole thing, go down on me."
Since he had pushed his cock all the way down my throat I couldn't see what was going on but I heard a voice.
"I thought I would find you getting sucked by some hot young stud."
"Yeah man, he's good. Do you want him to suck your cock?
"Yeah, that would be cool."
"Oh yeah, boy, choke on it"
He pulled my head up and I saw the guy who had walked in the room. He was another salt and pepper haired middle aged guy in good shape with a nice hard body.
"Go on over there and suck his fucking dick boy."
So I crawled over and sucked on his cock. I took in to his pubes and deep throated sucked him for a while.
"Oh fucking God, man, he's good."
"Awwwwwwwww."
Yeah, deep throat his fucking dick boy suck on it."
He took my head in his hands and pushed and pulled my mouth on and off his cock.
"Fuck, you have a sweet mouth, boy."
Suddenly the guy on the sofa turned me on my back and lay me across his legs. This put me in the proper position to be face fucked by the other guy.
The new guy came over, squatted down and fucked my mouth, while the other guy ran his hands over my body and played with my erect cock.
"Oh man," he murmured after he had been fucking my mouth for a while.
"You've got to try that."
"That sweet, eh."
"Yeah, fuck man he has a hot mouth. Not many guys can deep throat my cock."
"You like my cock boy?"
"Yes sir."
So we switched our positions around and before long I was laying on my back on the day bed with the first guy on his knees, with his cock buried in my throat, humping for all he was worth.
"Yeah, fuck his throat, huh."
I liked the position and so did the client so he stayed on his knees mouth fucking me for at least ten minutes while the other guy watched and made encouraging comments.
All the while he was jacking my cock and the finger fucking my ass.
"You like that boy, you like my finger up your ass?"
All I could do was flex my hips in agreement.
"Let me suck your hot cock boy," he said as he took my dick in his mouth and sucked it as he slid his finger in and out of my ass.
After a while I writhed on the day bed and he stopped sucking me.
"We wouldn't want you to cum to soon would me. I bet you want my cock again."
We shifted positions again and before long I was on my knees between his legs sucking on his cock with him lying on his back on the day bed.
He had damned good endurance. I sucked, jacked and deep throated him for 10 minutes with no sign of shooting his load.
He interspersed the whole episode with a running string of dominating comments like, "Don't be a fucking pussy suck on my dick."
"I loved it. I was afraid that I was going to come before he did however."
Then he switched and handed me over to suck the other guy's dick. I sucked, jacked, deep throated and sucked on his balls for 10 minutes.
Then both their cocks were waving in my face, both wanted servicing at the same time. I alternated between them, sucking on one and then the other.
But they wanted me to suck on both of their cocks at the same time, so I tried. But they didn't fit, one was always in my mouth and the other was trying to get in. This ultimately was unsatisfactory for both parties and I eventually went back to alternately sucking on each cock.
Finally the second guy lay on the bed, pulled me roughly to his cock and commanded, "Suck me off you little cocksucker."
I sucked on the head of his cock, which he loved, and jacked him simultaneously.
After a bit he said, "Yeah man, take my cum,' as he shot off in my mouth.
I had barely swallowed his cum when the first guy had pulled me to his cock and pushed my head down on it.
It was only a moment before he pushed the head of his cock between my lips and blew his load.
As with many clients as soon as they came they were ready for me to be gone. I got dressed and the first guy handed me $3,000 and said, "I know you weren't expecting 2 people."
Although this had been rough sex it was a hell of a long way from what had happened to me previously and I was a whole lot better paid.
Many of my clients had sex in lieu of lunch. It took place in offices, either an office in a private home or an office in a building downtown. Most of the time the entrance to the offices in an office building was through a private entrance opening onto a hallway. In all of my encounters in offices we were never interrupted by anyone attempting to enter from the office's public entrance. I often wondering what other people thought was going on in the office.
I remember one encounter where the client, a young good looking man in his mid 20's, met me with his suit pants off and an erect cock and had me naked except for my suit jacket and tie almost immediately upon entering the office. He laid me on my back on his desk facing his chair and he sat in his chair and proceeded to energetic blow me.
"Yeah, eat me cocksucker. You love that big fat dick don't you?"
"Yeah man, I love it."
He had the technique down pat. He would suck on the head of my dick for a while and then slide his lips down my stalk until he had the whole thing in his mouth and then all the way back up again. He would rhythmically deep throat me for a few minutes and then go back to sucking on my cock head again. All the while he was jacking his own cock while he was sucking mine.
He would deep throat me and I would grab his head and hold his face mashed into my crotch until he gagged before I let him go.
He loved it.
"That's the way man, suck it."
I would grab his head when he was halfway on a down stroke, hold his head there and flex my hips to face fuck every few minutes.
He came up for air and sat back in his chair. I reached down and stroked my cock.
"Boy, I need your cock up my ass man."
He stood up, reached over and grabbed my tie and pulled me up, "But first I need you to blow me."
He pulled me toward him, leaned in and kissed me. I responded in kind and we stood there French kissing for a few minutes. At the same time my hands were busy stroking his cock in his briefs and then pulling his cock out enjoying the hard feel of it and anticipating the feel of it in my mouth.
I loved his cock. It was about 5.5 inches long with a flared head, just the right size for my mouth. I slipped the elastic of his briefs under his balls, slid to my knees and kissed the head of his cock and licked at the pre-cum leaking from his piss slit.
This was turning into one of those times when I felt like I should have been paying the client instead of the other way around
I sucked on his cock head for a while and then his dick.
"Yeah, you cock sucker, make love to my cock. Show me how much you like it.
I sucked it slow and fast and in between, deep throated it and licked up and down its length.
Every time I deep throated him he would grab my head and grind my face in his crotch just like I had done for him.
"Yeah man, take it, take the whole thing. Make love to my cock."
I was going to make him come, if I could. I wanted his cum down my throat. I sucked on his head as I jacked his cock.
But he had other ideas.
He pulled me up, kissed my and said, "Fuck me man. I need your big cock up my ass."
He pushed down his briefs and stepped out of them as he stood next to the desk and laid his torso across it. I slipped on a condom and got in position to slid my cock up his ass.
My cock pushed against his asshole and without much pressure from me it slid right up his ass. He obviously had lubricated his ass in advance.
"Oh fuck, oh God, oh yes" all the way man, stick it in all the way. Just like that. Fuck me man, fuck me, hard."
I fucked him hard and he grunted, squealed and groaned.
I fucked him slow and he grunted, squealed and groaned.
He got his money's worth because I fucked his hole for half an hour before I came.
"I'm coming," I moaned after a series of fast, rough strokes up his ass.
"Shoot in my mouth," he said as he pulled away from my cock.
I stepped back, pulled off the condom, he got on his knees and I shot my load at his mouth. Some got in his mouth, some got on his face, but he quickly took my cock in his mouth and licked up all the cum he could find.
"Now I'm gonna fuck your ass. Lay on the desk on your back."
So I got on my back and spread my legs. He put on a condom, lubed up my asshole and slid his pole up my ass.
"You like that."
"Oh yeah man, that's great. Fuck me."
"That's it man, ride my hole. Oh fuck yeah. Make me beg for it."
He pulled his cock out of my ass. I lay there and squirmed, waiting for him to put it back up my ass."
Give me your cock man, please stick it up my ass."
"Make up your fucking mind, dickwad, I can't read your mind."
He reintroduced his cock to my ass and fucked the shit out of my hole with short hard brutal strokes.
I lay back and moaned as he brutally assaulted my hole.
"Is that what you want man?"
"Fuck yeah man, show me how a man does it."
"Here, turn your ass over and I will show you how a man does it."
He rolled me over and I positioned myself on my knees on the desk.
He slid his cock back in my sore asshole.
"Tell me what you want, cocksucker."
"Fuck me hard sir, make me yell. Please sir."
So he rammed his cock in and out of my ass, fast and hard. God forgive me but I loved it. I was a fucking slut and loved to be used.
I moaned and groaned but I pushed my ass back and met every thrust of his hard cock going up my ass. I wanted more of his cock up my ass, unfortunately he was giving all he had.
I shifted my position on the desk and his next thrust was particularly hard and deep and I yelled and grimaced at the pleasurable pain. He was liking it as much as I was because his cock up my ass was as hard as a rock.
I was now with one knee on the floor and one knee on the table and he was pushing his cock almost straight up my ass with every thrust and he was hitting my prostate every time.
God it felt so good.
He said, "I'm gonna shoot."
"Don't fucking waste it I yelled."
He pulled off the condom as I turned around and dropped to my knees. His first load went all over my face and then I had his cock in my mouth and the rest of his ejaculations went into my mouth. It tasted as sweet as I knew it would.
He drew me to my feet and we shared his cum through a particularly gratifying French kiss.
He became a regular client and each time I felt that I should have been paying him but I never let sentimentality overcome my financial well being.