Brother Whores

by Holden

10 Feb 2024 6380 readers Score 9.2 (73 votes) PDF Mobi ePub Txt


Reader discretion is adviced, this story contain graphic content depicting violence and rape which may not be suitable to all readers. This is a fictional story and do not portray real events or real persons.


“I found your card in my brother Jeff Parker’s desk. I thought you could help me find modeling jobs, like you do for him. He doesn’t know that I’ve come to see you; my name is Brad.”

So, said the adorable 18-year-old blond and blue-eyed Brad to me in my office. He was medium height, thin, and resembled his 19-year-old brother Jeff, with similar chiseled facial features, he spoke in a pleasing Midwestern tone, having been born in a Chicago suburb. He was dressed in jeans and a sweatshirt. It was a Monday morning in June 1982; this was going to be interesting; my dick was getting harder and harder.

I had fucked Brad’s brother Jeff in my office. Jeff was a fantastic cocksucker and had a fabulous ass which took a hard pounding. He was another of my discoveries, I set him up as a high-class whore.

My name is Don Castellano, I was born in Brooklyn and so I am direct. I owned a solid B-level casting agency housed in a Midtown office. My clients mostly got work on soap operas, in Off-Broadway theater and featured roles in New York-shot movies, A few became well known performers. I had an eye for talent, and for those who were better off suited using their good looks and charm turning tricks with men. I set up cute young guys who had no chance of making it in show business with pimps for $1000 bounty. It worked out well for all involved. I took on other similar projects, like finding boys for porn flicks and I once found the right boys for a successful band.  

I was into the clone look back then and constantly bagged a lot of hot bottoms. Of course, I did. I was 6’ 2”, I worked out in the mornings, so I was in great shape at 34. I wore tight button-fly jeans with no underwear and plaid shirts. My brown hair was cut short, and I had a mustache. My voice was deep and masculine. Oh, and I was hung. My cut dick was exactly eight inches by five inches and was stunning, I had a fine pair of big hairy swaying balls. I was an irresistible total top, and I knew it.

                                                                             ***

Three months earlier, I was at a cocktail reception following a major movie screening at a Manhattan studio headquarters, it was a first-class event. Film critics and industry figures were milling around and chatting as a fleet of gorgeous tuxedo-clad young men strode with trays of drinks and hors d'oeuvres. These cater waiters were all aspiring actors and models and were hired for their great looks, they were eye candy. My eyes zeroed in on one. He was blond, blue-eyed, thin and toned and was exceptionally handsome, his lips were luscious, he was close to 5’ 10”. I stood by myself and waited as he eventually came over to me.

“Sir, would you like a Swedish meatball?” he said in a Midwestern tone while displaying a nice smile, he subtly licked his lips.

“Thanks” I said as I picked one on a toothpick. I slowly ate it as I stared into his eyes. I made up my mind in a split second, this guy was extremely good looking, but didn’t have it to be an actor. His voice was dull, and his eyes weren’t expressive. He was however a beauty, and perfect for fucking.  

“Here’s my business card” I said slipping it into his lapel pocket, there were a few other business cards there. “Call my secretary, I’d like to meet with you, I’m a casting agent. What’s your name?”

“Jeff Parker.”

“I’m Don Castellano, nice meeting you.” Jeff went off to serve the guests, from the back, his snug black trousers showcased enticing hot ass. I mingled and left.

Three days later, Jeff Parker was in my office. He was wearing jeans and a black turtleneck. He had given me a firm handshake before taking a seat. I asked for and heard his life story. He was born and raised in Park Forest, outside of Chicago to working class parents. He wasn’t so bright in high school, and after graduating decided to try his luck in New York, he’d arrived a month ago. He’d been told all the time that he was very handsome and that he should be a model and actor. He bought the Village Voice and found an East Village apartment share with two roommates. He bought Backstage, found a photographer for headshots, acting classes, and job at a cater waiter agency. As I listened to Jeff, I unbuttoned the fly of my jeans and was stroking my hard dick under my desk, I was so turned on and my hunches are never wrong.

“So, how’s your career going?” I asked.

“Well, I’ve had some auditions, and did book a print job as a catalogue model.”

“Nice, it’s a shame you haven’t done runway modeling, you’re stunning. Ah, you’re not tall enough.”

Jeff winced.

“How’s your other career going?”

“What do you mean?”

“Your career as a whore.” Jeff blushed. “The other night you had some other business cards in your pocket. I bet older guys hit on you all the time, they slip you their cards, you call them and meet up with them, you each get what you want. They get sex with sexy young guy, and you get money that you need. Kid, I’ve been around, I know the score. I’m sure the first time you did it, it was awful, but you got used to it. A wholesome young guy like yourself must have been shocked at such a proposition, but rent was due, and you did what you had to, no shame in that. You put out when it’s worth it. That sweater you’re wearing is Armani, was it present from one of your tricks?”

“That’s enough!” yelled the red-faced Jeff, “I’m leaving” he barked as he stood up.

“Hey,” I said as I wheeled my chair forward, revealing that my jeans were down and that I was stroking my dick, “Sit down, I can help you become more successful than you ever imagined.” Jeff looked like he’d been punched in the stomach and collapsed in his chair. There were tears in his eyes.

“Here’s my proposal” I continued, “Right now, you’re a part-time cater waiter and a part-time whore with a show business career that’s going nowhere. Instead, you could be a full-time whore and save money so when you age out you’d be set to do something else.”

There was a pause as Jeff whimpered then he spoke. “How would that work?”

“I’m partners in a whorehouse with my brother, it’s in an East Side apartment near Grand Central. It’s real classy, with your WASP looks, you’d fit right in. You’d do in calls in nice bedrooms and you’d do outcalls at fancy hotels nearby. The clients are all high class, some UN diplomats too. You might get other opportunities if one of them takes to you, or even land a sugar daddy. Does all that sound interesting?”

“Yes, it does” said Jeff in a low voice.

“Great! Of course, I have to try you out first ” I said as I stroked my big hard dick that was slick from my oozing precum.

Jeff stood up, walked over to me and fell to his knees between my outstretched legs. He cupped my warm, large hairy balls and stroked my dick. Then, he opened his mouth wide and while making eye contact with me, he licked the head of my cock. My hunches are never wrong, he’d done this before. Jeff swirled his velvet tongue all over my rod, hitting the underside of the head like a real pro.  He licked all over my shaft, then he tongued my balls. This kid had really learned how to use his mouth. His head bobbed up and down on my joint as he expertly deepthroated me. Oh yeah, he was prime handsome young cocksucker who gave a superb blowjob, I was going to take him the next level of whoredom.

“That’s enough, take your clothes off and bend over my desk” I growled.

Jeff stood. He tossed off his black Armani turtleneck, his torso was rippled, and his biceps were finely developed.

“Nice Jeff, you work out?”

“Yes.”

Jeff was now standing in his white, bulging Calvin Klein briefs.

“Awww Jeff, if you were two inches taller, you’d be on a Times Square billboard. Don’t worry, you’re going to make out just fine as you are.”

Jeff pulled off his Calvin Kleins, his seven-inch dick was rock hard and firm balls swayed as bent over my desk.

“Beautiful, Jeff! You shave your ass?”

“Yes, I shave my ass, a man said I should.”

“Good boy, you do what men tell you to do.”

Jeff’s prize 18-year-old ass was spread on my desk. His cheeks were round, creamy and firm. His hole was a tempting rosebud that was pink, smooth and clean. I took the large jar of Vaseline that was on my desk, I slathered my throbbing cock and smeared plenty on his quivering hole and crack.

Whoa! It always felt incredible sticking my ramrod in a boy’s tight chute. Jeff’s insides parted to take my cock with smooth precision, my eight inches snapped into place in his snug passage, his membranes firmly gripped around my erection. Jeff was no virgin. Oh, there’s nothing better than fucking boy ass! Jeff wailed in ecstasy as I fucked him, he knew he was taking it from a proud cocksman. I fucked at a steady pace, in and out went my cock from his clenching asshole. We were both sweated up from this great fuck. Jeff began babbling as he shot his load of cum on my desk. I bellowed as I came deep inside him. I pulled my cock out of him, there was the awesome sight of his gaping young hole leaking with my cum.

Jeff and I stood up. I poured out two shots of Jack Daniels, we sat down. I lit up a Camel, Jeff lit up a Marlboro Red, we smoked and sipped.

“You did very well” I said.

“Thanks Don” whispered Jeff, “You were right about everything. I let a photographer take nude pictures of me in return for free headshots. My first time was awful; a visiting LA producer contacted me for a role, I went to his hotel room. He raped me in every way possible. He did me a favor, he made me understand that I’m just a piece of meat to guys like you. The first night I cater waitered, guys hit on me and gave me their cards. I was the new boy on the scene, and they wanted me. I called them, I met up with them, I did whatever they wanted, they paid me. I learned how to be flirty and charming. Within a week of being in New York, I’d been raped and became a whore. An old man is a steady client, he took me clothes shopping at Saks and bought me this sweater. As you can see, I know what is expected of me. I won’t let you down.”

Jeff was a good kid. He was realistic after having had his spirit broken and learning what his place in life was. He was already a great whore and would do better for himself because of me. 

“I know you won’t. Was the photographer pervy Cy Wolfe and the producer Phil Stein?” I asked.

“Yes.”

“Your first time must have been rough; Phil has that beer can cock, I heard about both of them from other boys.”

Jeff started crying.

“Hey,” I said putting my hands on his shoulders, “It’s going to be alright. Well, there’s a shower in my office bathroom.” Jeff left and returned all shiny and dressed. I had cleaned off my dick and got dressed.

“Report tomorrow morning” I said to Jeff as he left with the business card that I handed him:

Dominick Castellano

Management Consultant

(212) 547-XXXX

240 East 39th Street #2F

New York, NY 10016

“The dress code is Brooks Brothers; khakis, button down shirts and a blue blazer.”

“Okay.” Jeff left. 

Six months ago, my 28-year-old younger brother, Dominick came to me with a business proposition. He was tall, dark, hung and hot like me. He was also the family fuck up. He drifted from job to job and had done time for stock fraud. In prison he got into fucking boys. When he got out we shared boys together. Dominick’s brainstorm was that we go into business; rent an apartment and staff it with guys I had procured as whores. He would run it, make the appointments and watch over everything. He needed a job, so I gave him seed money to start up and sent him boys. Dominick had a head for this business, and it took off. I was now getting thick weekly envelopes stuffed with $100 bills. Jeff would be a welcome addition to Dominick’s stable. I only sent over thoroughbreds like Jeff; cute, sexually talented, personable and accepting of their fates. No druggies or those that were mentally fucked up, those I passed on to sleazy pimps.

After Jeff left, I buzzed my secretary, “Put a call into Phil Stein on the coast.” 20 minutes later my secretary buzzed me that Phil Stein was on the line.

“Phil!”

“Don!”

“Hey, I just fucked Jeff Parker in my office.”

“Lucky you! I had him first.”

“Yeah, so I heard from him.”

“Cy Wolfe sent me Jeff’s nude pictures and his contact info; my cock got rock hard! That face, those lips! That ass! I had my secretary set up a meeting in my Peninsula suite. Jeff showed up looking like a cornfed farm boy. OY! What a beauty! Of course, I was just wearing a blue robe. I told him how much potential he had. I offered him a drink, he wanted a screwdriver, I made him one and spiked it, he drank it. I took off my robe, he was upset but after slapping him around, I was fucking his face on his knees. I threw him in the bed, pinned him down and fucked the hell out of him. The shocked look on his face when he started cumming from getting his ass pounded by me was priceless! He sure was young, dumb and full of cum! Ah Don, it was my favorite type of meeting! I gave him $300 for his time, he limped away.”

Though I had just cum from fucking Jeff’s mouth and ass, my dick was hard again listening to Phil recount his breaking Jeff in. Phil was a real operator who had broken a lot of boys in.

“Well, Jeff’s turned pro. I set him up with Dominick, I thought you’d like to know if you want a rematch with him the next time you’re in town.

“Thanks a lot, Don. You’re a real mensch. That’s great to hear that Jeff found his true calling, take care…”

Jeff showed up the next morning at 39th Street looking like the sexy preppy he was.

“Dominick, nice to meet you Jeff” said Dominick as he shook Jeff’s hand, as they walked to the kitchen.

“Good morning, Dominick” said Jeff.

“First things first” said Dominick who was a real clothes horse and was wearing a custom-made pinstripe suit, he unzipped the fly of his trousers, “Blow me.”

Jeff sunk to his knees, opened his mouth wide to take in Dominick’s eight-inch-thick cut cock. Dominick stood, he lit up a Camel and smoked it as Jeff sucked his cock in the kitchen. Jeff did Dominick’s balls, then deepthroated his joint.

“Oh yeah kid, Don was right about you. I’m impressed, you’re a real pro” sighed Dominick. “Fuck yeah!” Dominick whispered as he began cumming down Jeff’s throat. He smoothly swallowed down every drop of Dominick’s cum. Dominick put his dick and balls back in his trousers and zipped up. “I’ll show you around” said Dominick as they walked through a hallway, they got to the nicely furnished living room. Sitting on the couch and on wingchairs were three young men similar to Jeff, dressed in khakis, button down shirts and blue blazers.

“This is Jeff” said Dominick. There was cordiality among the boys as Jeff sat in a wingchair. Throughout the day Dominick set Jeff with customers. It was a simple matter of Jeff going into a bedroom with a man, sucking his cock and getting fucked, all done with skill and conviviality. The men were usually friendly or detached. Jeff took to his new position and became a top worker in the whorehouse and began accumulating a stash of cash.  

After a month of hooking, Jeff had enough money to move out of the East Village dump he shared with two roommates, and into a swell place on the East Side near work.

“Hi Dominick” said a familiar deep voice one night in the living room when Jeff was sitting around waiting for his next trick, “I want Jeff.”

“Sure, Phil! Jeff take your customer to Room Two.”

Jeff stared at the hulky body of Phil Stein encased in a white linen suit. He was 45, had a dark crewcut and face that switched from benign to vicious. Jeff felt nauseous, his mind flashed back to that night in hotel room when Phil brutally raped him orally and anally.

“Follow me, sir” said Jeff as he led Phil to the bedroom, Phil groped Jeff’s ass.

“Fix me a screwdriver” warmly said Phil as he lit a Marlboro Red. He smoked and sipped as he methodically undressed and hung up his suit. He sat down nude in a wing chair, his ferocious 7.5 x 6 cock and pendulous balls were on display. “For you” he said handing Jeff an envelope with $300. Jeff put it in the pocket of his blue blazer. He began undressing, he was now nude in his jockstrap. He sunk to his knees before the man who raped him and set him on the path to whoredom.

“Fuck! Yeah! Jesus! My god, you’ve turned into quite the happy cocksucker! No slapping around needed, now!” roared Phil as Jeff expertly took care of Phil’s major piece with his lips, tongue and mouth. He gobbled Phil’s hairy balls. He deepthroated Phil’s mighty weapon. Phil finished his drink and cigarette as he took in the fantastical sight of this beautiful boy pigging out on his powerful erection. “I’m so ready to fuck you.”

Jeff took his mouth of Phil’s swollen cock, got in the bed on his back and spread his legs. Phil greased up his tool and Jeff’s ass. Jeff looked up and watched in the mirrored ceiling as Phil began fucking him. Jeff gasped as his ass accommodated Phil’s length and impressive girth, he remembered how horrible it had felt that first time. Now, as a seasoned for-hire submissive veteran, it was pleasurable having his ass fucked by a strong hung man.

“Ah, no need to pin you down now, you know you were meant for this” growled Phil as he repeatedly rammed Jeff’s chute with his cudgel.

Jeff saw his face in the mirrored ceiling with its ecstatic expression. He wailed as his dick shot off blast after blast of his cum in the pouch of his jockstrap as Phil kept fucking him. Phil groaned as his monster cock exploded deep inside Jeff, his insides were flooded with Phil’s steamy cum load. Phil got up, went to the bathroom, he showered and returned dressed.

“See you around, kid” said Phil leaving.

Dominick magnanimously allowed his whores 30 minutes between fuck sessions to clean up, rest and prepare for the next one. Jeff made a screwdriver, lit a Camel, and stood with his sore ass and jazzed jockstrap, sipping, smoking and thought, “This is all it’s about.” He took a shower, he used the douche nozzle to clean out his ass, got dressed and returned to the living room ready for his next trick.  

                                                                             *** 

“What the fuck are you doing here?!” yelled 19-year-old Jeff who was in his jockstrap one morning when he answered his doorbell, three months after I sent him to work for Dominick.

“That’s how you greet your brother?” said 18-year-old Brad, “Can I come in?” Jeff ushered Brad in. “Did you turn gay, or something? Why are you prancing around in a jock! Nice ass, by the way.”

“No, I didn’t turn gay! I was getting ready to hit the gym.”

“Wow! You’re doing well, this a cool place” said Brad of Jeff’s well-furnished one-bedroom terrace apartment in a luxury high-rise on 33rd Street and Third Avenue.

“What’s going on?” said Jeff.

“Well, I graduated high school and thought I’d join my big brother in his glamorous life in the Big Apple. I thought you could help me get a job modeling, introduce me to your agent. I’m good looking like you are. Though, it’s pretty strange that you haven’t sent any more pictures home of yourself.”

“I told you I get a lot of work modeling in designer’s showrooms for clients at private fashion shows. It’s not that glamorous and believe me you don’t want to get mixed up in all that, it’s unreliable.”

 “It seems pretty reliable from the looks of this place.”

“Never mind! I can’t help you and the best thing is for you to go home. This rotten city is no good for boys like us. It eats us up and spits us out.  I’m going to get dressed, I’ll take you to breakfast so we can catch up, then I’ll take you Grand Central to get a train back home.”

Jeff went to his bedroom to get dressed. Brad snooped through his desk and found a business card for Don Castellano, Casting Agent. He took it.

They had a friendly breakfast at a nearby diner. Then they cabbed to Grand Central, Jeff bought Brad a one-way ticket to Chicago. They hugged goodbye. Brad went and got a refund for the ticket. He walked to Don Castellano’s office. 

                                                                            ***

“So, you want to be a model like your brother Jeff?” I said.

“Yes, he’s doing very well, I know I could too” said Brad.

Oh, my dick was so hard looking at and listening to Brad. He had no potential as a model or as actor. I wanted to fuck him then and there, but a better idea popped into my head.

“Sure kid, I can help you be a model, you’ve got the looks the personality, just like your brother. I’ll even give you a bonus” I said reaching into a desk draw, pulling out two crisp 100-dollar bills. Brad’s eyes lit up.

“Gee thanks!” Brad was beaming.

“You’re worth it! I’m going to get right on this” I said dialing the phone. “Dominick, I’m sending over a new boy. He’s real new, I’m sure you can arrange a meeting for a special modeling gig for him. Great!” I chuckled as I ended the call. I called an assistant, “Stu, I’m sending out a young man. Take him to the dressing room, outfit him as a preppy.” I hung up.

 “Go down the hall, Stu will help dress up. Clients goes for the clean-cut corporate look.”

“Sure, thing Don! Thanks!” said the cheery Brad as he left. He returned to my office decked out in khakis, a light blue dress shirt, a red tie, a blue blazer and black loafers.

“Oh Brad, you look like a million bucks! The clothes are yours to keep.”

“Gee thanks, Don!”

“Go over to this place, my brother Dominick will take care of you and get you started” I said handing Brad Dominick’s business card.

“I can’t thank you enough, Don.”

“Don’t mention it kid.”

Brad soon arrived at the apartment.

“Dominick, nice to meet you Brad” said Dominick, shaking Brad’s hand.

“Likewise, Dominick.”

Dominick led Brad past the living room where three boys were sitting around. Dominick ushered Brad into a bedroom.

“Your client will be here in a while, in the meantime, make yourself comfortable, watch some TV. Fix yourself a drink” said Dominick, indicating the small bar area.

“Thanks!” said Brad. He poured himself vodka and orange juice, he drank some, “Is this for a catalogue or a fashion magazine?”

“Oh, your client is involved in all areas of the business, he’ll meet you and then decide how to use you.”

“Cool!” Dominick left. Brad sat and watched TV and made himself another screwdriver.

An hour later, the bedroom door opened. In strutted Ray Salazar, a tall 28-year-old muscular mustached Puerto Rican wearing a light gray suit and a black tie-less dress shirt, unbuttoned enough to display his black chest hair and gold crucifix on a gold chain. Ray was a badass New York City cocaine dealer and a player.

“Hey Brad, I’m Ray, this is for you” said Ray handing Brad an envelope with five 100-dollar bills.

“Wow! Thanks, Ray! Where are we going to do the photo shoot?”

“Oh baby, the only shooting is gonna be my dick in your ass. It’s fucking hot breaking in a newbie!  First, take care of this” said Ray as he began unzipping the fly of his trousers.

“Hey!” yelled Brad, “There’s been some kind of a mistake!”

“Ain’t no mistake baby, now get down on your knees and suck my dick with your sexy mouth, that’s what you’re here for. Those sweet lips of yours were meant to suck dick.”

Brad threw down the envelope with money and ran out of the bedroom and to the kitchen. He’d never had a gay though in his life.

“Dominick! What is going on?!”

“You wanted a job like your brother, you got it” began Dominick, “Your brother is a whore. He sucks cock and gets fucked up the ass for money all day six days a week. He got that nice apartment and those fancy clothes by being on his knees and on his back. You can have all that too. Hey! Ray paid a lot for you because it’s your first time. Don’t be a chump, get back in there and do everything he wants, if you know what’s good for you.”

Brad stood paralyzed, breathing heavy. In a split second his 18-year-old mind made the decision to walk back into the bedroom. Ray was now nude and sitting in a wingchair. His tan hairy body was ripped, he was stroking his thick eight-inch uncut dark dick, his bull balls hung below. Brad picked up the envelope with money and put it in the pocket of his blue blazer.

“Yo, get on your knees between my legs and get to know my dick, the first dick that you’re going to take” said Ray. He snorted some cocaine and then lit up a Newport.

Brad did as he was told and saw Ray’s big dick and balls up close.

“I’m your first man, you’ll never forget me” whispered Ray, “Play with my dick, hold my balls.”

Brad’s hands now felt the warm and scary manhood of Ray.

“Okay, I’m going to train you to be a cocksucker, we’ll take it nice and slow. I’ll make you as good a pussy boy as your brother, oh yeah your brother deepthroats me like a champ before I fuck his ass. He’s so fucking turned on when I bang him. Start licking all over my dick like it’s an ice cream cone.”

So, Brad dressed in Brooks Brothers got on his knees between his Latin trick’s outstretched nude legs began licking the shaft of this fierce manhood. Brad thought that if Jeff does this and lives well, he could do it too. He already $200 from Don and $500 from Ray, the sky was the limit! Maybe he would even learn to like it. For now, it was sick feeling his tongue glide over the warm pungent flesh of the gigantic Latin cock in front of his face.

“Now, get down on the head, baby.”

Brad now licked bulbous flared head. His tongue caressed the fleshy ridges. Brad felt nauseous as he licked the slit and tasted Ray’s hot salty precum.

“Sweet! Do my balls with your mouth, baby.”

Brad’s tongue licked Ray’s hairy balls and his mouth suckled them.

“Nice. Now open your mouth as wide you can. That’s it.”

Ray inserted the head of his dick in Brad’s mouth.

“Lick it just like you did before, that’s it.”

Brad’s mouth was obscenely stretched out around the head of Ray’s cock as he licked it. Ray inserted some more of his dick. Ray patted Brad’s and caressed the face which was stuffed with his joint.

Ray patiently took in stride Brad’s repeated gagging as he put more of his dick in Brad’s mouth to suck. It was a solid 30 minutes before the industrious Brad got the hang of it and was giving the semblance of a blowjob, he heard himself slobbering on Ray’s cock. After another 30 minutes, Brad had miraculously begun deepthroating the whole hog.

“I knew you could do it baby!” roared Ray, “You sucked your first dick! You’re going get better with practice, and you’re going get lots of practice, Dominick will see to that!”

Ray reached over for his case of cocaine, snorted some, stood up and poured cocaine on his hard long dick.

“Snort that, baby, it‘ll help put you in the mood to get fucked.”

Brad had never done drugs but did what he was told. He put his face and nose to Ray’s cock, he snorted in each nostril. He felt a burning and then an incredible sensation as if he was flying.

“Now, take of your clothes and put this jockstrap on.”

The buzzed Brad quickly disrobed and put the jockstrap on over his hard dick and full balls.

“Oh baby, that is a beautiful ass you got! Get in the bed on your back.”

Brad got into the bed on his back.

“Dominick called me that he had fresh boy pussy for me, I dropped everything and came right over! I booked the room for two hours; I like to take my time with a fish. Your brother was already a slut when I had him the first time. Popping a boy’s cherry with my dick is so fucking great!” roared Ray, “This is your first time, it’s going to hurt, and you’ll be moving around, so I got to do this” he said as produced the restraints attached to the bed. He positioned and tied Brad up spread eagle with his spread legs framing his tender virgin boy hole encased in a white jockstrap. “You’re going to make a lot of noise; neighbors will call the cops. So, I got to do this” he said reaching into the night table drawer for duct tape. He taped over Brad’s mouth.

“After I break you in, you won’t need to be tied up and gagged. Nah, you’ll be spreading your legs and all happy to get fucked like a good pussy boy, just like your brother.”

Ray slathered his dick with Vaseline and then greased up Brad’s hole. Ray got into the bed and on top of the hogtied Brad. Brad stared up at the mirrored ceiling with fear, dread and fascination. He saw himself tied up and gagged, he saw this hulking stud on top of him with his raging hardon. He also felt his straining boner in his jock, he’d never been so hard before, he was excited. He thought of all the money he got today, and that it was because of his mouth and ass. “Here I go!” yelled Ray.

Brad felt and saw the tip of Ray’s cock brushing against his ass crack. The duct tape over Brad’s mouth muffled his sounds of agony and ecstasy over the next hour. After two screwdrivers in quick succession and a few lines of cocaine, Brad was in another dimension. He eyes were frozen on his reflection and that of the dark strong man poised between his spread legs with his huge dark cock.

Ray now had the head of cock plus an inch of it in Brad’s rosebud. Brad lay there with his exposed asshole; he watched in amazement as his tiny pucker was penetrated by Ray’s proud horsecock. Brad’s eyes zeroed in as if in a movie close up. There was the visual contrast of Ray’s long thick dark ramrod piercing his white slot.   

Ray began his deflowering of Brad. Slowly, Brad’s anal canal was filled by Ray’s manhood. Brad’s greased up chute parted to receive its first slab of manmeat. Ray was all the way in Brad. The duct tape barely muffled Brad’s screams, he had never been in such pain before. That was accompanied by the eerie sensation of feeling his most innermost regions being impaled by Ray’s giant cock which seemed to expand deep inside him.

Brad felt Ray’s heavy hairy ball sack rested against his smooth ass cheeks. Brad also felt and saw that his own dick was rock hard and pulsating. Having Ray’s cock up his ass eventually unleashed new feelings of pleasure in him. Ray slowly glided his cock up to the head, then rammed it back in. Now that Brad’s ass was acclimated to taking dick, Ray began fucking him in earnest. His hips bucked repeatedly as he powerfucked Brad. Brad saw Ray’s body on top of him fucking him.

The duct tape stifled Brad’s cries of joy as Ray’s fucking his ass brought him to the most powerful orgasm of his 18-year-old life. His swollen dick spasmed as it blasted his cum load like a fountain in his jockstrap. How could this be? How could he have actually enjoyed getting fucked?

“Look at that!” laughed Ray, “I made you cum with dick! Oh baby, you are so fucking lucky to have me turn you out!”

Ray kept fucking Brad, babbling in Spanish as his cock began shooting of inside Brad. Brad now felt the strange new sensations of having his insides filled with a man’s hot thick cum. Ray pulled his sated cock out of Brad’s gaping and seeded hole. He strutted to the bathroom. Brad lay in the bed tied up, panting from the physical and mental aftershocks of his violation. Ray returned from the bathroom showered and dressed, he walked out of the bedroom in silence.

10 minutes later, Dominick entered the bedroom. He undid the restraints holding Brad and ripped the tape of Brad’s mouth.

“Blow me!” barked Dominick.

The shellshocked Brad opened his mouth and started servicing his pimp’s prize eight-inch Italian American cock. He had absorbed Ray’s tutorial on cocksucking, and so Dominick was soon cumming down Brad’s throat.

“Fucking swallow it!”

Brad did his best to swallow his pimp’s load, some dripped out of his mouth, the rest was ingested. Brad tasted the thick warm salty secretion, and it tasted strange but not bad.

“Take a shower, get dressed, there’s fresh jockstraps by the sink and meet me in the kitchen, make it snappy!” barked Dominick as he left. 

Brad limped to the bathroom. He got in the stall and took a hot shower; he saw strands of Ray’s cum flowing out of his and swirling down the drain. Cleansed and refreshed, he put a new jockstrap and his Brooks Brothers attire.

Brad went into the kitchen; this was Dominick’s command center from where he ran his whorehouse.

Dominick was sitting at the table with notebooks and small television sets. He was sipping a shot of Jack Daniels and smoking a Camel.

“Have a seat” he said pleasantly.Brad sat. Dominick poured him a shot.

“Can I have one?” said Brad, indicating a Camel. He had never smoked before, but it seemed like the thing to do now.

“Sure kid, we’re celebrating your being broken in” said Dominick handing him a Camel. Brad lit it and took a puff. The nicotine hit his brain, causing another wave of newfound pleasure, he took another puff. Brad took to smoking as he did to cocksucking and assfucking.

“You did real well, kid. You were fantastic for your first time! You’re going to be as good as your brother, he’s my best worker ” said Dominick indicating a television on the table, “I watched it all. You’re ready to go to work…”

Brad listened as Dominick explained the setup. Tricks paid the house $100 for the use of a bedroom for an hour. The tricks tipped the whores a negotiated fee for services, the whores kept their tips. Brad was to join the boys in the living room and hang out. Dominick would assign boys a trick. Sometimes, boys would be sent to an apartment or a hotel to service a trick. This would be six days a week, the whorehouse was closed on Sundays. There wasn’t much business, and Dominick needed a day off.

“Kid, you’re new and will make out very well. But don’t expect five bills as a tip. Ray is honorable and generous, he paid you that much because you were a virgin. You should ask for at least $100, these guys would pay and more that for a fresh boy like you. Oh, from time to time you’ll service cops gratis. That’s a cost of keeping this place open. Go join the others in the living room.” Brad left the kitchen.

In the living room Brad sat with four boys.

“Kevin, come to the kitchen” said Dominick.

“Sure, Dominick” said a handsome young man.

“Blow me” said Dominick unzipping his fly as he sat.

Kevin got on his knees, opened his mouth and sucked Dominick’s cock and swallowed his load.

“Kevin,” began Dominick, “You’re out. I have to make space for the new kid. Your session count is down, you’re 21, it’s time you’ve moved on.”

“No! Please Dominick, I’ll do better!”

“Look, you’ve been around the block. Guys want a fresh face. Here,”  Dominick said handing a Kevin business card, “Go see Raul at Tully’s, he’ll put you to work for him.”

Tully’s was a sleaze pit near the Port Authority where young guys hustled slobs for dictatorial pimps, black eyes on whores were not uncommon.

“Tully’s! It’s a shithole with trashy johns!”

“Hey, even trashy johns in a shithole need their cocks sucked and to fuck. Goodbye Kevin.”

The weeping Kevin walked out of the apartment. He was involuntarily transferred from a world of luxury to seediness where the whore’s dress code wasn’t Brooks Brothers, it was short shorts, a crop top and a purse to carry Vaseline and wet wipes to clean their asses and their johns’ dicks.  

Back in the living room Brad socialized with the other boys in between servicing the clients Dominick set him up with. After being broken in by Ray, Brad knew what was expected of him and made his customers happy with his mouth and ass, and he was happy with the money he got.     

                                                                          ***

“BRAD?! What the fuck are you doing HERE?!” yelled Jeff when he arrived at the whorehouse for his night shift.

“I’ve been working, like you work. I’m a whore, like you are” said Brad.

“Oh Brad, I told you to go back home. I wanted to keep away from this.”

“Right, you should be the only one scoring. I made $1300 today! Ray was the first of my five tricks today, you know Ray, don’t you?”

“Yeah, I know Ray very well” sneered Jeff.

“Awww, how sweet! A brotherly reunion” laughed Dominick, “Go to the kitchen.” The two brothers followed Dominick. He sat in a chair, unzipped his fly and hauled out his cock and balls. “Blow me, both of you.”

Brad rushed to get on his knees before his pimp. Jeff was disgusted and paused, then he was on his knees. Dominick lit a Camel and reveled in the spectacle of the two handsome teenage brothers side by side licking his cock and suckling his balls. Occasionally their tongues met each other’s. Their eyes stared into each other’s, as they gave this unforeseen mutual blowjob to their pimp. They took turns deepthroating Dominick’s now swollen joint slick with their saliva and his precum. Lucky Jeff was the one who had the honor of getting Dominick off and swallowing his load.

“I got big plans for the two of you!” roared Dominick as he poured out three shots of Jack Daniels. The pimp and his whore brothers sipped and smoked Camels. “From now on, you’re doing out calls as a team in your apartment, Jeff. I put the word out to deluxe clients that two sexy brothers are available together. Instead of working here, you’ll be hanging around at home looking pretty in your jockstraps. You don’t have to worry about a thing, I’ll be setting up clients to visit you. I’ll call you as to when. I’ll collect my cut at the end of the night. Brad you go home and rest up, Jeff you go to the living room and get to work.”

The dumbfounded Jeff silently handed over apartment keys to Brad, he left. Jeff went to the living room. The next seven hours were a blur to Jeff as he serviced five men. He walked home in a daze to his apartment.

“Since when do you smoke?” he asked Brad who was in his jockstrap in the living room with a glass of Jack Daniels and a Camel.

“I took it up today, I took a lot of things up today” laughed Brad, “I was just unwinding before bed. So, how did you do tonight?”

“Uh,” gulped Jeff, “I did good. Five tricks and made $700.”

“Great! Which one was your favorite?”

“What the fuck, Brad?! I don’t have favorites! I just give it up for the money.”

"Oh, come on Jeff. You must like some guys more than others. My favorite was definitely Ray. Yeah, not only because he was my first trick but he is just so powerful and hung heavy. A close second was a cop who didn’t have to tip. Still, he was so sexy, he had such a thick cock. My god! He hit all the right places in me!”

“Jesus Brad! You sound so gay.”

“Well, we are gay now. How could we do what we do and not be gay? It’s not bad at all once you get used to it. Well, we should get to bed; we’ve got a big day tomorrow.” Jeff was disoriented when Brad went to his bedroom and got in his bed. Jeff undressed and got in his bed next to his snoring brother and passed out.

The next morning Jeff took Brad to his gym, they worked out together. Then they stopped in a liquor store to buy a supply of booze and wine, high class clients expected a drink. Back in the apartment they shaved each other’s asses and changed into jockstraps. The phone rang, it was Dominick. Jeff wrote down the times tricks would be coming over.

The first client was a sensuous suited Middle Eastern man in his 30’s. The brothers mutually serviced mighty Arab cock and then lay side by side as the man took turns fucking them on their hands and knees. And so it went, with one well dressed titan after another. Some clients were kinky.

“Arm wrestle each other” said a deep-voiced suited white-haired man in his 70’s who was smoking a cigar and sipping John Walker Red on the rocks while sitting in a wing chair, “The loser bottoms for the winner.”

The two brothers in their jockstraps walked to the dining room table. Jeff was ashen, Brad was beaming. For 15 minutes there was grunting as the brothers gripped each other’s hands as their sweaty biceps flexed. The old man had unzipped the fly of his suit trousers and was stroking his cock as the brothers intensely battled. There was a loud thud as Jeff’s arm landed on the table.

The grinning Brad stood up and tossed off his jockstrap. His seven-inch hard cut dick jutted forward; his balls swayed. His 18-year-old body was firm and toned. He stood tall, like a cocky warrior. Jeff got up from the table, he went before his brother and got on his knees, he took Brad’s dick in his mouth. As the old man furiously jerked his dick, Jeff sucked his brother’s dick. He was disgusted but numb. He licked his brother’s balls. 

“Damn, Jeff! You are good!” laughed Brad as his brother deepthroated his cock. There were tears in his brother’s eyes. Chad patted his brother’s head. “Okay, I’m ready to fuck you now, Jeff.” Jeff rose from his knees and got on his hands and knees on a divan.

Brad greased up his cock with Vaseline and his brother’s asshole. He plunged his cock into Jeff who howled. Brad began fucking his brother. Jeff had been fucked countless times but because it was his brother, he was conflicted. It did feel good though taking hot young dick.

“I’m glad that the first guy I fucked was you, Jeff. How am I doing?” whispered Chad as he thrust his hips, sending his cock in and out of Jeff.

“You’re doing great” sobbed Jeff. Indeed, Brad was quite the stud, Jeff was hollering as his dick exploded in his jockstrap, drenching it with cum, due to his brother having just mercilessly fucked him. Brad kept pounding away and was now shooting off inside his brother. Jeff felt his brother’s hot cum coursing through his insides, he was numb from this experience.

The old man in the chair groaned as he jerked his dick and came onto the towel he was holding. He zipped himself, stood and threw a few bills on the table. “Great show boys!” he grinned as he left.

Jeff and Brad sat the table smoking Camels and sipping Jack Daniels. They counted the money from the old man. All together there was $800, subtracting $100 to kick back to Dominick left $700 to share.

“I should get $400, and you should get $300” said Brad, “I was the top and should get more.”

 Okay” said Jeff.

The day passed straightforwardly with a series of men stopping by  to be taken care of the brothers. At 11:00 PM Dominick stopped by to collect his cut which was ready in an envelope for him which Brad handed him.

“Want a drink, Dominick?” asked Brad.

“Sure, thanks kid.”

Brad poured him a Jack Daniels on the rocks.

“Want some action, Dominick?” asked Brad.

“No thanks, kid. I’m all sucked out, a fringe benefit of this business” said Dominick as he lit a Camel.

“Just thought I’d offer. Hey, a client wanted me to fuck Jeff today, so I did.”

“No shit!”

“Yeah, I was real good at it, I made Jeff cum. I thought I’d let you know. Maybe you know clients who’d like to bitch out for an 18-year-old with a nice dick.”

“Hmmm, that’s an idea. I’ll look into that and see what I can do. Good night boys” said Dominick as he left.

“I am fucking starving!” roared Brad, “The bad thing about this is not eating all day, we have to keep our stomachs empty. Let’s go to the diner Jeff.” The brothers got dressed and walked to the 24-hour diner. Brad had London broil and Jeff had grilled salmon, the meal was accompanied with baked potatoes and peas and carrots. They walked a few blocks.

“Let’s go in!” said Brad. “If you want to” said Jeff. So, they entered Uncle Charlie’s East, a gay bar. It was after midnight and not crowded. Jeff bought them Jack Daniels on the rocks, the sat at a small table, they sipped and smoked.

“You’re right, Brad. You’re right about everything. We are gay now, I was ashamed to admit that to myself” said Jeff, his voice cracking, “Sometimes I hate myself for what I’ve become. Other times I’m so into it, like with Ray, he is irresistible. He is tough but I like him. He was my first trick too.

Dominick lets him have first crack at the boys. Ray liked that I was experienced, and he didn’t look down on me like some of the other johns do. Oh, I worry about what’s going happen with all this.”

“Don’t worry, Jeff. We have each other, we’ll be okay.”

“Mind if I join you, boys?” said a decent looking man in his 40’s.

“Yeah, we do mind. My brother and I are pros and we’re all fucked out” said Brad, “Here’s our pimp’s business card. Contact him if you want a date with us, we’ll rock your world.”

The man took the card and left.

Jeff was amazed how his brother had changed so fast; he had become so aggressive. Since fucking Jeff that afternoon there was a new Brad. Jeff felt strange as his dick got hard looking at his brother. They finished their drinks, went home and passed out in bed together.

The next morning, Jeff lay in bed staring at his brother. He was so turned on and with the sun streaming into the bedroom window, pulled down his brother’s jockstrap. Brad’s hard dick sprung forward.

“Go for it, Jeff” said Brad.

Jeff started sucking his brother’s dick. He worshipped it with his mouth as Brad sighed.

“Fuck me, Brad” said Jeff.

“You got it, big brother“ said Brad.

Jeff got on his back, spread his legs and presented his ass for his brother to fuck.

Brad grabbed the jar of Vaseline, greased his pole and his brother’s hole. Brad got on top of Jeff and shoved his cock in fast. Jeff shuddered with pleasure, he liked getting fucked by his brother, his dick was hard and dripping in his jock. Brad was pounding away at his brother’s chute. He bent his head down and kissed Jeff on the mouth. It was mutually electrifying for them. Their tongues meshed as they became one.

“I love you, Brad” said Jeff as his brother was fucking him.

“I love you too, Jeff.”

Jeff was babbling as he left his dick shooting off in his jock, at the same time he felt Brad’s cock spasm, then he felt Brad’s warm cum flooding his insides. The brothers came at the same time. They were glowing as they took showers and got themselves clean and refreshed for a day of work.

Dominick called, Brad answered the phone and learned that a few clients were bottoms and wanted to take Brad’s cock. Jeff further admired his brother for being so malleable. Brad could fuck or get fucked, it didn’t matter, only the money did. One of their clients wanted to watch them 69. Having Brad suck his cock was awesome for Jeff. The day passed; Dominick stopped by for his cut. The brothers got dressed, went to the diner, then to Uncle Charlie’s East, and then home to bed. Brad fucked Jeff in the morning.

The man from Uncle Charlie’s East made an appointment through Dominick and showed up a few days later. The lusty brothers did rock his world. With Jeff as the bottom and Brad as the top, the man experienced undreamed of carnality. Jeff sucked his cock as the man sucked Jeff’s cock. The man fucked Jeff as Brad fucked the man. There was cum galore in the bed when they were all finished with each other. The man paid dearly to have this event regularly.

“Yo! How are my favorite pussy boys!” roared Ray one night when he showed up at the apartment. The brothers were besides themselves at having Ray, his cock and his coke again. They snorted lines off his dick; he snorted lines off their ass cheeks. They sucked his cock together and he fucked them on their backs side by side. The brothers looked forward to his weekly visits. There was sadness when Ray was busted for selling coke and copped a five-year plea. In addition to sending him money, sending him things he needed, and speaking on the phone with him, Brad and Jeff made a long monthly bus journey to visit Ray at the upstate prison he was incarcerated in. Two years into his sentence, there was even more sadness when the brothers arrived at the prison; they were told that Ray had been knifed to death the day before. Brad and Jeff paid for his burial at a nice Long Island cemetery.

                                                                         ***

It was Sunday, and the whorehouse was closed. I met my brother Dominick, we took the subway to Bensonhurst, Brooklyn. We went to our parents’ house, the house we grew up in. Once a month we went over for Sunday dinner. My mother cooked up a storm, there was red sauce aplenty! My father was a retired trucker and enjoyed not doing much. My older brother and my older sister were there with their spouses and children. Since my parents had two children who had married and gave them grandchildren, they never bothered me or Dominick about why we hadn’t gotten married. It was another wonderful family gathering. Dominick and I took the subway back to Manhattan. We went to Brad and Jeff’s apartment.

“Hi, Don, Hi, Dominick” said Brad when he opened the door for us. I had not seen him since last week, when he came to my office looking for a job. He wore just a jockstrap; I saw that he had a sexy trim body and a hot ass. “Hello” said Jeff in the living room, he poured and served Dominick and me Jack Daniels on the rocks. We lit up Camels.

Brad was now on his knees between my outstretched legs, Jeff was between Dominick’s legs. The brothers took out our eight-inch dicks and sucked us. It was my first-time getting head from Brad, he sure was a pro! The brothers switched off on us with their mouths. Then we all adjourned to the bedroom. The brothers lay side by side on their hands and knees in the bed. Dominick and I took turns fucking them. After we all came, we all cleaned ourselves up. We had drinks with our boys in the smoky living room. We all needed to unwind after that fantastic fuck session.

“Oh, this is a present for you” I said handing Jeff a brown paper bag with two copies of Torso, a gay porn magazine. “Cy Wolfe sent a bunch of these to me.”

 “That photographer you told me about!” said Brad who grabbed the other copy and thumbed through it. “Damn! Jeff! You are so fucking sexy! Your dick looks so big!”

 The brothers looked at the nude pictures Cy had taken of Jeff in exchange for a free headshot session. Cy had turned around and sold them for a nice fee of course. There, in gleaming black and white with perfect artistic lighting, Jeff’s youthful beauty was forever preserved. There were shots of him jerking his dick with a sensuous expression, smiling shots as he stood with a terrific hardon, the best one was of him laying back with his legs spread holding the black dildo that was rammed up his ass, his eyes were closed, and his face was contorted with profound lust. Years later, the Leslie-Lohman Museum, the Soho gay institution bought it for their permanent collection. A lot of postcards were sold of it.

Two years later, Brad decided that he and Jeff should quit hooking for us. They were 21 and 20, they were still desirable and were a great team, they got out at the right time. 1986 was a mayoral election year, Dominick was privately told in no uncertain terms by a police official to close our whorehouse as it was on the list of illegal operations that were to be busted, as would we be. Dominick had watched me in action over the years and we decided that he would go to Los Angles to open and run a branch of Castellano Casting. He flew into New York once a month for Sunday dinner in Brooklyn.

Brad had become an assertive entrepreneur. With the bundle he and Jeff saved, plus a loan from me and Dominick, they bought a small bar on 17th Street and Eighth Avenue; the gay scene was shifting from the West Village to Chelsea. The Two Brothers Tavern became popular and got press in the gay newspapers. Brad and Jeff were the bartenders and ran the place together. They had a steady clientele who came for the friendly service from two sexy brothers who poured stiff drinks. Clients also came to trick with the brothers, one brother would man the bar while the other brother serviced a customer in a nice back room. Brad and Jeff also bought a one-bedroom apartment near the bar. They were a couple in every way, I was proud of them.   

by Holden

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