Sleep was coming, damn it. Nothing can be done abour it. I can hide, but it will find me. it always finds me .
Wiley works at his coffee house most days. But not on the days he slept the night before. Those days were spent on a pew in a church. The paradox being that religon never was part of his upbringing.
Today, after an hour with head bowed saying a steady stream of please please please no more please, it was time for work
~~~~~~~~~~
The four nude figures knelt side by side, heads bowed, hands laid on their thighs, eyes on the floor before them.
"These are the best best ones?"
Alex considered the man who spoke.
"We received over sixty responses to our offering, these we deemed are the best suited to your requirements "
"Ages?"
Alex started with the figure on the left,"21, 20, 22, and 18. All verified. We have IDs and passports for them all. "
"All male I see , I requested a transsexual "
Alex sensed no accusation in the man's tone
"We have two to choose from. They are being prepped. Once we determine the most suitable we will present him as well."
The man approached the four boys, glancing back at Alex he raised his eyebrows.
"Of course." Alex nodded.
The man circled the four boys slowly, smiling, he pointed at one. "Pimples?"
Alex flushed, "They're being treated "
The man looked at Alex, silent.
Alex gestured to a young man standing behind him.
"Bring out the next"
"Yes Master" he responded. Within seconds the boy, Lyric, exited the room and returned with a boy who he motioned to join the other four and kneel.
The man looked at the new boy and shook his head. "I'll take the four. "
"Yes sir. We'll have them ready"
The man left the room.
"Lyric, you and Huntr finish things up here. Plugs, chastity and he's requested nipple clips. All four"
"Ok, the request sheet said he wanted them in shorts and something on their feet when he takes them "
Alex stood by this boy, his hand rubbing Lyric's smooth pink butt cheek. "Shorts and sandals. No flip flops"
"Why not? We have loads of them"
"Too trashy. This guy is one of our best clients and he knows the Headmaster." Alex gave the buttcheek a squeeze and went to join the man. They had paperwork to handle.
"The royal treatment they shall get. We'll have them nice and pretty." Lyric smiled as Huntr walked into the room. "They need to be glitzy, babe "
Huntr approached Lyric and they shared a kiss. Huntr's erection had entered the room moments before the rest of him, a dripping tip revealing he was just coming from getting a blow job. The grinning boys were soon in each other's arms. He and Lyric rubbed groins and their hands found the rosy buttcheeks they both sported. Their kiss was deep and passionate. Lyric had reached down to rub a thumb over Huntr's wet end and brought it to his mouth. With a smile their tongues met.
"So what's gonna happen now?"
The voice came from a boy kneeling on the floor.
"Alex says this guy's contracted with you four for a year, then he'll bring you back here for a new batch . Not one of those returning boys has ever told us what happens during the year they're with the man. But they sure smile about it. " Huntr hadn't removed himself from his embrace with Lyric to answer the boy. They held each other close, rubbing groin against groin, forehead against forehead. . Soon two erections could be seen, both with sparkling liquid on the tip.
"Can we fuck them before they go? You know, as a kind of parting ritual we should start?" Lyric had broken away from their lusty hug and addressed the four kneeling on the floor.
"Just kidding guys, you're getting jeweled plugs so I imagine your new master has plans. He likes the small tight chastity so you probably won't be cumming any time soon. The nipple clips could mean he likes pain with his sex or at the least he likes issuing it. You've been trained in all that". Huntr had the boys stand and bend over for the insertion of the plugs. "Wow. These are bigger than I expected" Huntr grinned at Lyric, who himself had a handful of metal devices.
Lyric stood before the boys, clipping their nipples. "These are pointed, so they'll hurt more than the ones you've been trained on."
He was right, the boys winced as he attached them. Trying to be gentle , knowing the boys will be bloody before too long.
"What we know about Master Wintermen is that he's a gentleman when he visits here. Before the year is up he visits Alex and the Headmaster to see a few candidates. Unlike other guys whose contracts are short term he does not ask for a "taste" beforehand. When we said the boys come back smiling that is only 75% true. One boy is always just the opposite. I'm only guessing but I think one of you will be used to demonstrate what happens when his rules or demands are not followed. "Pimples" , I'm thinking you'll be the one he'll use for that. Be prepared. This man owns you body and soul. You cannot deny his requests or demands. Not any of them"
Huntr completed his plug insertions and had begun attaching the chastity devices. "He has requested boys to be completely shaved. That includes your head. So before you're released pay a visit to the salon. Your heads will be shaved and the rest of your bodies will be waxed."
One of the boys began to raise his hand as if to ask something
"You have all the information you're going to get. No questions. Remember! Do not talk unless spoken to, never EVER touch yourself without permission. Master Wintermen will instruct you further about what he expects. The Academy, however, expects glowing reports about all of you when you're brought back. Remember your training, you have all been contracted as submissives "
Alex had returned to the room, he listened to his boys instruct the trainees and was obviously pleased.
Addressing the kneeling boys Alex added his own words : "Remember what Lyric and Huntr said. You were all trained to be perfectly submissive to your masters. Master Wintermen and the Academy expect nothing less. "
An intern came to lead the boys to be douched and shaved for their new master. Alex and his boys were fondling each other absentmindedly. Three stiff boners being stroked. Three unapologetic sex addicts.
Most of the boys at the Academy were young and insatiably horny. Here they were taught proper sexual etiquette. How to be submissive and how to be dominant. Sex was a daily diet here, the rentboy business was based on the boys who just felt they couldn't "get enough". Besides the training in technique the boys were encouraged to have frequent sexual encounters within the student body. A tour of the facility was always graced with naked boys having all different manner of sex. The parents of these boys weren't the ones who took the tour, the customers were.
~~~~~~~~
Wiley arrived at work later than his usual 5am start time. His eyes were watery and red, he looked as if he had been up all night. He had been. .
"Hey boss! Later than usual today. Hot date last night?" Rico was way too happy this morning.
"I don't date, Rico, I have a boyfriend."
"What? You don't think I can forget? I've been in the middle of that threesome more than once" Rico's smile was infectious, Wiley couldn't help but smirk.
"Oh I remember. Those were the times the cafe opened to a line of angry and impatient customers, who were even more pissed when we three got out of the same Uber laughing and grabbing ass"
The morning rush had slowed to a steady stream. This neighborhood was gay haven to one of the largest concentrations of LGBTQ in Southern California. The small cafe was also a pickup spot known for the larger-than-normal and optionally private mens room stalls, as well as the sex club in the basement.
Wiley caught a few minutes of nap time in the back room but wouldn't allow himself any real sleep. The monster was ruthless, at home, Wiley often woke up to having made messes on the sheets. The nightmares were the kind where you spend time trying to wake yourself up. Luckily his boyfriend, Rhys, slept in the same bed and knew the signs; but this week Rhys was helping some friends open their business, leaving Wiley to deal with this never ending nightmare.
Wiley couldn't imagine them becoming any worse.
They did.
~~~~~~~~
Master Wintermen's driver belted the four boys and one transman into their seats in the van. Being the asshole that he is, at least one boy got an ass-grope and another a crotch slap. The boys knew better than to utter a sound, now all five were becoming concerned about their not too distant future.
The drive took over an hour and ended at Master Wintermen's desert compound. It sprawled for acres. Vibrant green and dazzling flower gardens amid a barren sandy desert wasteland. A real oasis. The boys were left in the AC cooled van for a half hour before being led into an expensively furnished room surrounded by ceiling tall bookcases and cluttered with sumptuous furniture. Instructed to kneel, they waited another hour until Master Wintermen entered the room and stood before them. All five , as at the Academy, were kneeling with hands resting on their thighs, heads bowed, backs straight.
"The chastity will stay in place for two weeks, the plugs will stay in place except during bathroom breaks, of which you are allowed three per day. Every bathroom break will include a throughout douching.
Let there be no doubt in your minds that you belong to me. You will execute every demand without question or hesitation. You will not speak unless asked, and when you do speak you'll always address me as "Master" as well as any of my guests. "
The man looked over the kneeling boys and pointed at one "You, the boy with pimples on his ass"
A boy shyly raised his hand
"Whenever I address any one of you directly, you will stand and look me in the eye . I expect to give instructions only once. "
The boy hurriedly stood and bent his face upward to see his new Master.
"This week you're responsible for daily routines being conducted perfectly and on time. The routine will be given to you by Charles. For now, Charles will show you the bathrooms, this will be the only bathroom break you'll have before evening."
Master Wintermen left the room, leaving Charles, the driver, with the five new boys.
"Well bitches. You belong to me until 9. The Master's poker game is tonight and you all are providing service. But now, let's see how well you can douche those pretty pink assholes "
The bathroom was beyond spacious, more like a school or gym locker room without the lockers. A walk-in shower which could easily accommodate at least half a dozen, toilets with bidets attached, shelves with assortments of both various sized butt plugs and dildos. Several styles of chastity devices lined another shelf.
"In the house you will always be naked, especially when the Master is home. All hygiene equipment is here including a couple different kinds of douching gear, he insists you all stay clean inside and out at all times. Master also likes his boys to use different kinds of body wash and shampoo, well, once your hair grows back, all having distinctive fragrances. There are to be no two boys with the same scent. Do your business in here and kneel outside the door when you're done. Replace the plug in your ass in the exact position it is now. "Pimples", you're responsible, it's your job to make sure you all follow the instructions. "
Charles turned to leave, then turned and faced them. This time with a cruel smirk on his face. "The Master hasn't explained punishment yet. I hope today you'll dodge that bullet by being perfect and all kneeling outside in the hall. You have an hour." Charles left.
The four began looking in drawers and on shelves to familiarize themselves with where everything belonged. They knew that when they leave the room it has to be exactly as it is now.
"That guys sure a dick " Pimples whispered.
"Why you whispering?"
"We don't know if or when we can ever talk to each other, and since Master hasn't assigned names yet I'd still like to know what you're all called" Pimples looked at each boy in the room, "my name is Roger "
"Paul"
"Gene"
"Lyn"
"Buster"
They had each begun their morning regimen as taught at the Academy. From the shower entrance Pimples whispered "Buster, you're most likely going to get the most physical attention like it always worked out in the Academy live streams. I've been singled out so I figure I'll be the goat. No matter how we look today or what we do I know I'll be the one taking punishment. I'll make sure you look right and check the plug's' alignment before we go out. All of us have to memorize this room, every shelf, every drawer, everything down to the wattage of the lightbulbs. I imagine the first two weeks are gonna be the toughest, kind of like probation or like that , so memorize everything you can."
"You sound like you've done this before" it was Lyn who had been rummaging through the drawers.
"I have. Last year I was contracted for 6 months"
All the boys looked at Pimples, surprised.
"It was okay after the first week. The first week was brutal. Totally worth it" the smile on Pimples' face brought smiles to the others.
Pimples was lying. It was six months of being whored out for money and favors. The whoring wasn't a problem, it was the occasional guy with a pain fetish. Roger had become a favorite of one of these brutes. The physical scars had healed, the emotional scars were going to take some time.
~~~~~~~~
Wiley was laying facedown on the floor of his bedroom in a pool of sweat. Having rolled off the bed.
"Rhys....Rhys..... god please where are you!!!"
"NO RHYS, WILEY BUT IM HERE. AND IM NOT LEAVING. "
Rolling onto his back Wiley saw the black figure standing over him, spittle dropped onto him from the hooded presence. It was bending closer, as the figure approached a sickening smell came with it. The foul odor became overpowering, it closed Riley's throat, he couldn't breathe. He felt his stomach's contents hurtling to his mouth and watched as it was spewed over his naked body.
The cackling creature drew closer, the spittle became thick and a sickly yellow. It flowed out in a stream, covering the legs, groin and chest of the quivering Wiley, paralyzed with disbelief and fear. . He felt his bowels twitch then cramp, his urine was flowing , it's smell so strong as to bring more vomit to his mouth.
"YOU'RE MINE WILEY YOU'LL ALWAYS BE MINE. OH, I'LL LET YOU SLEEP. AND IT WILL BECOME MORE AND MORE ENJOYABLE FOR ME, AS I WATCH YOU WILL EAT EVERYTHING THAT COMES OUT OF YOUR BODY. "
The room darkened. The cackle became louder....then louder... then deafening. The smell once again so strong it felt as if a living thing , his stomach felt tightened into a ball. All Wiley could do was close his eyes. Everything else was paralyzed, cramped, squeezed.
The figure's garment spread as if to engulf the prone soiled body lying in the floor.
"AND YOU WILL BEG TO EAT MINE"
A gnarled hand reached from under the black fabric and grasped Wiley's exposed testicles, squeezing them until a piecing scream .....
Wiley sat up in bed. Eyes wide, mouth dry, quivering violently, hands crushing his crotch. Looking down he saw he had emptied his bowels and bladder.
"Again. My god what's happening to me?"
~~~~~~~~
The five boys were obediently kneeling in the hallway. Roger had double checked the plug alignment of each and had Lyn double check his own. They had successfully memorized the contents and placement of everything in the bathroom, using their last few minutes quizzing each other. Roger was confident of his four charges though still convinced he would soon be the one singled out.
"Position one bitches! "
Charles was slapping a riding crop against his palm as he entered the hallway. The boys responded rapidly to present five naked boys with their bejeweled buttholes in plain view.
"Pimples! Position three"
Roger spread his feet slightly then bent forward until his fingertips touched the floor.
"Nice set of balls there Pimples"
"Thenk you ,Master"
"NO TALKING!!" Charles blurted. "Only your master can give you permission to open your slutty mouths!!" moving closer to the bent-over Roger, Charles rapped the crop against his exposed scrotum. Roger, surprised, jolted slightly.
"That was your second mistake, Pimples. One more and I'll make an example of you myself" Charles continued to rap the crop against Roger's balls. Not terribly hard but consistent and rapid. The rapping went on for several minutes as Roger struggled not to react to the screaming pain.
"That's enough Charles. Let's see these boys."
Charles rapped Roger's balls one last time, then grasped the tormented scrotum and give them a malicious squeeze. With an obvious effort Roger did not react.
"Position four everyone and Charles you back off"
The five boys were quickly on their backs with arms wrapped around their legs to expose the glittering butt plugs in the middle of the now spread-wide cheeks.
"You are all quite beautiful. Everyone clean with plugs neatly aligned. I'm impressed. "
With a smirk Charles interjected "Don't feel too special bitches, he always says that"
"That may be true Charles but these boys appear perfect for our purposes. "
Walking in front of the boys, Master Wintermen touches each one, caressing the foot of one, the thigh of another. Smiling all the while, paying no particular attention to any of the boys.
"Charles, why does my trannie have only one of her holes plugged?" The master stands before Buster rubbing his toe against the shiny red butt plug.
"I thought it might be nice to have at least one tight hole for you."
"Thoughtful" the master puts his toe just inside the cleft above Busters butt plug. "Hmm. Moist" removing his toe, "Kneel"
Buster assumed the ordered position and with hands on thighs made eye contact with his new master. A wry smile and slight nod is all the instruction needed for Buster to gently unzip the fly of his masters cargo shorts. Another nod and Buster reached in to gently grasp his master's penis and expose it to the others.
"Go ahead"
Removing his hands from the engorging member, Buster, still keeping eye contact, found the head and with a lick took it into his mouth. A quick motion and the master shoved his cock deep into Busters throat.
"Hold it"
Buster, with a slight gag, kept eye contact. The masters cock had rapidly stiffened to not so slowly inch it's way further into his throat. Buster couldn't breathe. The gagging became louder and his body began spasming.
"You've been trained well, but let's see how long you can hold your breath. "
Busters eyes widened, the urge to withdraw becoming urgent. The master, with a light chuckle withdrew his cock to the front of Busters mouth, allowing for a rasping deep breath before he began fucking. Starting slow, the pace quickened to fast-paced deepthroating of his boys mouth. Buster fought and swallowed the spew which threatened to crawl into his mouth, gagging with body quaking from the penetrating stabs of master Wintermen's cock. Holding his cock buried deep in the boys throat the fucking stopped and the cock withdrew.
"Position three"
Buster scrambled into the stance with his hands and knees on the floor and his butt raised as high as possible.
"A boy with three fuckable holes. I really love this. " with a glance at the spread eagled boys still on the floor "but don't worry boys, you'll be well used too. I usually get bored with the three -holers after a while "
Master Wintermen gently spread the lubed lips, petting them. With a lascivious glance to Charles, the master lined his cock up with the welcome looking hole in front of him. Inching slowly forward his cock penetrated until his groin was flush against the upturned bottom. Breathing slowly, Buster felt the cock of his master as it filled this cavity and tried to squeeze to offer a 'welcome' to the hard penis.
"That works better when I'm in your ass but you keep practicing that. Two tight holes, back and forth. I can't wait!!"
Charles and the master both chuckled. Charles smiled while fondling his dick. The thought of tag teaming the trannie had been a desire that started when he buckled the five into the van. Back and forth. It's all he'd been thinking about.
Removing his cock from Buster, the master stepped back and eyed Roger, who had remained in his position the whole time.
"I think we should disguise these pimples, Charles. " Patting Roger's butt, then pushing the butt plug in further and holding it he began fucking the boys hole with it.
"And let's loosen him up a bit too"
"Yes sir" Charles's grin was widening as the new instructions were given. His dick was now hard and throbbing, anticipating the fun in store for him. Hopefully, he thought, all the boys will require his attention.
~~~~~~~~
Wiley stood, head against the wall, under the hot shower. Without drying himself, he left the shower and retrieved the soiled bedding from his bed. Throwing the sheets on the floor of the shower, still shaking, he dressed.
"Fuck. Fuck. Fuck. ".
Wiley headed for the perceived sanctuary of the dark nave to beg for help.
