Gary's Choice

Marcia, my wife and I were having dinner at the country club with another couple in their 40s that we’re friends with. Susan, works as an elementary school teacher and her husband Jeffrey had been a software designer for a major firm and had gone into business for himself. It had been a pleasant meal. “Okay. The boys are going off on their own for a while” laughed Jeffrey. “Don’t get into trouble” laughed Susan. Surprised, I followed Jeffrey to the country club bar. We took a booth and ordered whiskies.

“I’m in trouble and I need your help” said Jeffrey.

“Sure! Whatever I can do! What’s wrong?”

“Six months ago I was let go. That’s why I all of sudden I ‘decided’ to strike out on my own. That hasn’t really worked out. Unemployment is done and the severance is gone. We can’t make it just on Susan’s salary. Not with three kids in college and not with the mortgage on the house. You know what it takes to live here!”

“I’m sorry, Jeff. I’m tapped out. Barely making it.”

“I not asking you for money. I know you were hit hard, but somehow you were able to pull through. I now know how.”

“Huh?”

“A former co-worker I’m friendly with still invites me to his parties to watch the Jets. It’s usually about 10 guys. It’s not just about the game. We all need our discreet thrills. He hires boys to care take of everybody. Last Sunday, that boy was Timothy.”

“Hey, you must be mistaken!” I was flabbergasted. “Timothy is in Dublin!”

“Knock it off! Timothy was in Greenwich, eagerly and expertly sucking nine guys’ dicks on the couch, including mine as the Jets scored and getting gang banged during half-time. After I fucked him, I asked him what’s up. He said you put him up to it to ‘help out’.”

“We’re done.”

“I’m not being judgmental. Things are rough.”

“What do you want?”

“I intend to pull Aaron out of college and put him to work like you did with Timothy. It’s the only way to keep going and I need your help on how to do it.”

“You’re crazy! My situation was different!” I told him the story.

“I don’t care.”

“How would you explain Aaron dropping out to Susan?”

“We’ve talked it over and she’s all for it. It’ll keep David and Benjamin’s educations and career paths on track and save the house. We’ll figure out what to do about Aaron’s future later on.”

“Look, if you’re serious. I’ll contact them.”

“Thanks.”

There was back and forth communications during the next few days. I went over to Jeffrey’s house. He let me in, Susan wasn’t there. I heard loud crying.

19-year-old Aaron was short, thin, dark curly hair, a slightly large nose and wore glasses. He was always very animated, telling jokes, bright, intelligent and was a political science major. Just a regular good kid. Jeffrey had seemingly thrashed out everything with him earlier as Aaron was visibly in a state of shock. Though he surely comprehended what was in store for him, understandably he must have had trouble processing the reality of such a drastic change in his life. We put his suitcase in the trunk of my car. During the drive I tried to comfort Aaron, telling him how well Timothy adjusted. He kept whimpering.

“Welcome!” said Yuri as he ushered us into the apartment. Dimitri and Gregor were there. “Sit, gentlemen.” Jeffrey and I sat. “Sit, boy.” Yuri and Aaron were now sitting across from each other.

“I know this hard. Your family in trouble and you will help like good son. Like many other boys do. You are straight?”

“Yes.”

“Have girlfriend?”

“Dating a girl at school.”

“Fuck her?”

“No.”

“Ever fuck girl?”

“No” Aaron blushed.

“Do anything with other boys?”

“No!”

“Cool. Stand up. Take clothes off and glasses. No glasses.” Dazed, Aaron stood and undressed. He was nude before us. A nice toned little body. His medium-sized nice hard dick and small balls were displayed. “Turn around.” He did and there was his pert ass. Yuri cupped it and smiled. Then he sat down.

“Nerdy but cute. Short okay. Nice body. Luscious lips. You will do well. You will be sucking cock at first. Men will bid to be first to fuck you. After that you will do that for clients too. Sometimes clients want to suck you. Now, you will learn to suck cock and swallow cum. You make money that way and with your ass for your family. Every week your family get paid. Not be ashamed. Just work. No one hurt you. You can go anytime or stay with us and be good son.”

“You not do this before. Is ok. You will learn. We have clients tonight want blowjobs from nice boy. You will be with Dimitri who will look after you.” He stood up, undid his belt, took his pants down and sat with his legs spread. “Many, many boys have sucked me for first time” he said, peeling back his foreskin. Aaron stood frozen shaking until like it seemed like forever before he walked over to Yuri and got on his knees still shaking. He stared at a man’s dick up close for the first time with a confused expression. “Go ahead, just put it in your mouth. It won’t hurt…”

The smiling Yuri, so practiced at this ritual soon had Aaron doing a decent job on his cock. It was an striking sight when he came in the gagging Aaron’s throat who spat some out and took some down. Yuri patted him on the head and complimented him.

This was a team effort to get Aaron up to speed as there was immediate demand for him. Even Dimitri who can be rough was patient, pleasant and encouraging to him. Gregor got the benefit of Aaron’s new talents as by then Aaron had gotten the hang of it. It was really confirmed that Aaron sucked a good dick when he did mine. Jeffrey about went out his mind when Aaron was doing him. I know how profound that feels.

“You are ready! Very good timing! New booking from men playing poker in hotel. You do them you have done for us.” Dimitri led Aaron way. Yuri shook Jeffrey’s hand. That night I had a text from Yuri:

Finder’s Fee of $10,000 has been deducted from debt. New whore did very well. Poker players very pleased. See for yourself.

Attached was an edited ten minute video taken by Dimitri. Four guys in their 40s were at a table playing poker as the camera panned to four guys in their 40s on a couch, with their dicks out. Aaron was on his knees blowing them one by one. A close up proved that the wide-eyed Aaron had developed a good technique as his sweet young mouth worked over those dicks. Each guy came and Aaron obviously had gotten into swallowing as there was no gagging.

Two weeks later, Jeffrey, our wives and I were at the country club. After dinner, Jeffrey and I went to the bar for a drink and to catch up.

“You are a life saver! Just got the second payment. Wow! Even though they take half, the money coming is unbelievable! Susan is planning a family cruise. The best, was last week. Dimitri texted me that the auction was over. A Brazilian bid $5000! Plus, he’d pay another $1000 if I’d watch. I couldn’t get over fast enough to that Marriott Marquis suite the next afternoon. Luis was in his 50s, good looking and hung like a fucking bull. Aaron did a terrific job on him. All that practice shows. I was a bit concerned about Aaron’s deflowering. How would he be able to take such an enormous dick for his first time? However, Luis had that covered with the perfect solution.”

“Aaron was nude except for a white jockstrap and on his arched back in a sling! It was fucking far out! Medieval! His hands were at his sides raised up in restraints and his legs were raised and spread sideways in restraints, and there was his butt cheeks and tiny hole. His face had a dazed expression. Dimitri bent down and whispered, ‘I’ll be right here and if it’s too much just say ‘stop.’”

“Luis greased up his gigantic tool and then greased up Aaron’s hole. Aaron was thrashing around but Luis held him firm and he put it in little by little. Aaron was yelping. Luis was all the way in, pulled out and then rammed it in real fast. The sounds Aaron made! The whole thing was like a nature show as Luis fucked Aaron like a wild animal while hollering in Portuguese. Aaron eventually got into it as he calmed down and sounded like he was enjoying it and was excited as he was bursting in his now stained jock. A few more thrusts and Luis was yelling and pulled out and there was Aaron’s battered and seeded ass. He had successfully accommodated the happy Luis who called him a ‘puta bonita’.” 

 “It was a jackpot! Luis’ younger brother and their two sons were there watching, and he paid for each to have Aaron after he was finished. It was a blast! Aaron was fucking awesome with all those big dark cocks! I was  thrilled to see him getting into it, like Timothy. After they were all done, Dimitri said I could have a freebie. Fuck! I was so turned on and went to town on Aaron in that sling. There was food and a drinks afterward. His older brothers, David and Benjamin can’t wait to have a crack at him. Really man, thanks for everything! Dinner’s on me. Here’s a little something.” Later, I saw that the envelope he handed me had $1000.

Aaron now had the star spot on the Triumph site and had rave reviews.

A week later, I was in Greenwich to watch the Jets with Jeffrey at his friend’s house. I hadn’t seen Aaron since the night we brought him to Yuri. He’d become quite the obedient fuck toy. We all sat around on the couch drinking beers, watching the game while Aaron blew us. During half-time, Aaron was on all fours in a bed ardently available for fucking. It was a blast.

“…Sanjay sunk his whole hog balls deep into a skinny kid with a big nose..” related Mike about his latest after work gathering. “For a little guy, he’s real durable…”

I was having a catch up lunch with Rhonda. She’d been one of the hostesses at my restaurant and was scrambling for work as a single mother with three kids in college. She told me about her two older daughters and then of her youngest. “Dante just finished his first semester at SUNY Stony Brook…”