Chapter 1
Zack sat in his tiny apartment, drinking cheap whiskey, staring at the latest message from MasterDaddy1964:
“I’ll give you a trial run next weekend. You will obey my every command. If you safeword, the trial ends, you leave immediately and we never speak again.”
Zack’s heart was racing. He’d jacked off to the idea of this so many times. He didn’t have to work this weekend and he was already failing most of his classes at the community college in his small Texas town. The gay, clothing optional campground that MasterDaddy1964 lived in a trailer, was only 45 minutes away. But Zack was scared. He was a 21-year-old failing out of community college and barely keeping his job as a cashier at Discount Tire. What business did he have staying with some stranger he’d not even seen a face pic of? As his slave for a weekend? Fuck it. He could always chicken out and drive back home and be pathetic in his apartment. “I can come up Friday afternoon Master.”
“Tell the front office you’re visiting Bear for the weekend. They’ll give you a visitor parking pass. Leave all your clothes, possessions, phone in the trunk of your car. Be naked except for shoes only. I’ll provide everything you need. My trailer has the red and black deck in front.”
“Yes Master,” Zack replied but the older man had already logged off.
Two days later Zack pulled up to the campground gate and was greeted by a cute bear of a man in mid 30s who checked him in, gave him a placard to put in his car and directions to the parking lot. Zack parked and checked his reflection in the mirror, his mop of brown curls were as unruly as ever, but he took comfort in his sea green eyes and perfect smile. Zack stepped out and quickly undressed down to nothing but his socks and shoes, turned off his phone and put everything in the trunk. The sun felt good on his slim, smooth body, and he felt a heavy blush creep up the back of his neck, into his ears and freckled cheeks as he walked around the campground looking for trailers.
Zack was surprised by how nice the campgrounds were. There was a large pool with a handful of men lounging around, a few naked, but most wearing swim trunks or speedos. There a handful of cabins up ahead, Zack made his way down the makeshift road looking for trailers when a man who looked like sexy Jesus in cargo shorts pulled up in a golf cart. “What’s up man?” the hot shirtless guy asked.
“Hi, um,” Zack clenched his fists to keep from covering his cock and balls. “Do you know where the trailers are? I’m looking for Bear’s trailer.”
“Sure! Are you his grandson?” Zack’s eyes went wide and the guy laughed. “I’m just fucking with you kid. Hop on I’ll give you a ride.”
“Thanks,” Zack said, taking a seat on the golf cart.
“I’m Dave,” the long-haired stud said as he took off down the road.
“Zack.”
“Nice to meet you Zack. First time at the Pines?”
“Yeah.”
“You’re cute. You’ll fit right in,” Dave grinned like the big bad wolf. Zack felt his cock chubbing up and quickly covered it with his hands, causing Dave to lick his lips and chuckle.
Shortly down the road, behind the cabins was a line of trailers. “This is where the permanent residents stay,” Dave announced.
“Do you work here?” Zack asked.
“Yep, I’m the social coordinator. I run and plan the weekend events. This weekend should be pretty quiet, just drag bingo tomorrow. Still, it’s a lot of fun, you should come if Bear will let you out of the house.” Zack smiled as Dave stopped the golf cart in front of a large trailer with a sizable deck with red floorboards and black overhead beams. “And here we are.”
Zack looked up at the trailer, and more importantly, the 62-year-old, tanned daddy sitting in a chair on the porch. He had strong muscles and a belly, and was covered in white body hair, which was set off by his tan skin. His head was bald and he had a neatly trimmed beard. He wore just a pair of swim trunks. “Is that for me?” Bear called out in a deep voice.
“That’s what he says,” Dave laughed. “Have fun kid.”
“Thanks Dave,” Zack said, climbing out of the golf cart. Dave took off and Zack made his way up the porch steps. “Hello Sir.”
“Looks like you found your way boy,” Bear said, taking a sip of his beer. “Turn around, let me look at you.” Zack turned around slowly, letting Bear eye-fuck him, until he was facing the older man again. Bear stood up and was a good four inches taller than Zack and easily twice his weight. “Come inside, let’s get you pale ass out of the sun before you burn and I’ll explain the rules.”
Zack followed Bear inside and looked around. He’d never been inside a trailer before but it was much bigger than he imagined. There was a full living room and small kitchen. “Shoes off inside,” Bear commanded, then pointed to his right, “Playroom and bathroom are that way. Master bedroom and bath are on the other side.” Bear finished his beer then went to the fridge to grab two more, handing one to Zack. An annoyed look came over the older man’s face. “What the fuck are on your feet boy?” he growled.
Zack held the cold beer in his hand and looked down at his socks. “Socks sir?”
“Did I fucking say you could wear socks boy?”
“No Sir, sorry Sir,” Zack answered, hoping a bit as he quickly pulled his socks off and set them on his shoes.
Bear sat on the couch and told Zack to kneel at his feet. “The rules are simple. While you're here you do whatever I say, no questions asked. If you hesitate or fuck up you’ll be punished. If you think something is a dealbreaker, say the word ‘Red.’ You say red and everything stops immediately and you go back to your car and go home, no questions asked and we never speak again. Understand?”
“Yes Sir,” Zack answered with conviction, then took a large swig from his beer.”
“If we’re doing something you don’t like and you say no or beg me to stop, I won’t. I love rape play and would love to make you scream and beg and cry you dumb fucking head off. Only the word red actually means stop.”
“Yes Sir,” Zack said, slightly less sure of himself, then chugged more beer.
“Good boy. Now finish your beer and go bend over the table in the kitchen. You get ten swats for fucking up and wearing socks.”
“Yes Sir,” Zack said and stood up, excitement and nerves rolling through his body. He chugged his beer and bent over the table, gripping the sides with his hands.
Bear grabbed a wooden paddle from his play room, excited that the twink fucked up so early. He walked into the dining area and saw the young boy bent over the table, tight, smooth ass on display. His skin was so creamy and Bear felt his cock grow stiff at the thought of turning it red. He hoped the boy was a crier. “You must be a pretty dumb faggot to make such a stupid mistake right off the bat.” Bear ghosted the wooden paddle over the boy’s bubble butt. “Why are you being punished, boy?” Bear asked, pulling back the paddle.
“Beacuse I’m a dumb faggot, Sir.” Zack replied softly. Bear spanked the boy hard, causing his dick to mash into the side of the table. Zack’s ass burned and stung with the pain and he sucked in a deep breath.
“Why?” Bear asked with another merciless strike.
Tears welled in Zack’s eyes as he called out “I’m a dumb faggot Sir!”
“Again!” Bear commanded, taking another brutal swipe at the young boy’s now red ass.
“I’m a dumb faggot Sir!” Whack! “I’m a dumb faggot Sir!” Whack!
After the fifth strike, Bear took a break to drink some of his beer and listened to the sounds of the young boy sobbing. “Fuck that ass is red boy. That looks fucking painful.”
“Yes Sir, thank you Sir,” Zack sobbed, tears and snot running down his face.
“Good boy,” Bear grinned, gently rubbing the boy’s ass before he unleashed five rapid brutal smacks, burning the young boy’s ass, causing the young boy to scream - the sound going straight to Bear’s thick cock. Bear pulled down his swim trunks, unleashing his 8 inch cock and walked over so he could slap the boy’s face with it, rubbing his cock through the snot and tears. “Do you think you deserve Master’s cock now boy?”
Zack’s body swam with pain, pushing all of his fear and doubt away. He let out a shuddered breath and felt the peace he’s been chasing. “Yes Master,” Zack whimpered, loosening his grip on the table.
“Fuck son, you’ll agree to anything won’t you?”
“Yes Master. Anything for you Master.”
“Get up son, and wipe your face. We’ll get some sunscreen on that red ass of yours and go down to the pool.” Zack stood up slowly and grabbed a paper towel to wipe his face. “Come here boy, arms out. Let Master get you ready.” Zack was shook a bit as Bear rubbed sunscreen all over his naked body, being extra gentle with his ass. When he finished he put some beer in a cooler and said “Come on son. I’ve got a pair of flip flops by the door you can borrow. Let’s go see what’s happening at the pool.
Bear made his way down to the pool grinning as the naked twink trailed behind him with the cooler, towels and pool bag. There were 10 guys at the pool, only 4 of which were regulars. There was Richard and Mark, two muscle bears about ten years younger than Bear, and Steven, who looked like a chubby 40-year-old accountant but was actually a dom and sadist, and his boy Tucker, a muscular power bottom in his late 20s. Bear took a seat next to Richard and Mark, who were seated at a table under an umbrella.
“Hey Bear!,” Richard said.
“Richard, Mark,” Bear replied, “You guys been here long?”
“Just got here,” Mark said, eyeing Zack as he set down the cooler and pool bag. “Is this who was screaming in your trailer earlier?”
Zack’s ears turned as red as his ass and Bear smiled, “ This is my boy for the weekend… if he lasts that long. Get me a beer boy. You can drink as much as you want, just don’t get sick. You can sit here or get in the pool, just stay close by in case I want you for something.”
“Yes Sir,” Zack said. He grabbed two beers and sat at the table next to Bear, wincing as his ass met the chair.
Richard and Mark introduced themselves and asked Zack the usual questions to get to know him. Zack was surprised by the turn of events. He didn’t expect his weekend of ownership would involve drinks and casual conversation by the pool.
After a while Steven got out of the pool and came over. “Hey fellas. Who’s the twink?”
“This is Bear’s boy Zack,” Richard said.
“Zack, this is Steven. You can call him Sir. That’s his boy Tucker in the pool with the green float.”
“Nice to meet you Sir,” Zack said.
“May I?” Steven asked Bear.
“Of course,” Bear answered, then turned to Zack and said “Stand up boy and let Steven examine you.”
Zack stood up and let the chubby man run his hands over his lips, chest, and arms before fondling the young boy’s cock and balls. “Nice and smooth, getting a little hard too.” Zack blushed as Steven fondled him in front of everyone. “How old are you son?”
“21, Sir.”
“Excellent. Turn around and spread your cheeks for me.” Zack turned around, bent slightly and spread his cheeks, exposing his hole. “Nice and red,” Steven grabbed the boy’s ass and traced a finger around his pucker. “Very nice. You can sit down now boy.” Zack sat down, mortified and fully hard. Stephen turned toward the pool and called out “Boy! Get a round of shots for the table!”
“Stroke your cock boy,” Bear instructed Zack. “I want you hard when you meet Tucker.”
“Yes Sir,” Zack said, stroking his hard, 6.5 inch cock and drinking from his beer.
Tucker got out of the pool and came over to the table with a bottle of Jack and 6 plastic cups. He poured everyone a shot and passed them out. When he got to Zack, Bear said “Stop stroking boy. Stand up and show everyone that pathetic little dick of yours.”
Zack stood up and Tucker wrapped his strong hand around the boy’s boner, tightening his grip and flexing his impressive muscles. “I can work with this Sir,” Then released Zack’s cock and raised his shot glass. The others followed suit, said cheers and took their shots.
Two hours, 3 beers and 1 shot later, Zack was in the pool, sharing Tucker’s float, chatting with some of the weekenders while Tucker absentmindedly played with the boy’s ass under the water. “Boy!” Bear yelled out, “Get out of the water I have to take a piss!” Zack didn’t really understand what that had to do with him, but he had to pee also, so he got out of the pool and walked over to the table to towel off.
“I need to go too, Sir.”
Bear stood up, “Good boy.” He looked at the other men and asked “Anyone else want to go?”
“I’ll go,” Richard said, standing up.
“Me too,” Steven echoed.
Zack followed Bear into the restrooms by the pool, followed by Richard and Steven. There were a few urinals and stalls, but Bear led them into a semi-private group shower area. “On your knees boy.”
Confused, Zack said “But I thought-”
Bear snatched Zack by the chin and said “That’s five swats for questioning me. You’re going to kneel here and gratefully take the piss of three studs, and drink as much as you can. If you need to, you can piss on yourself.” Bear released Zack and stepped back.
“Yes Sir, thank you sir.” Zack sat back on his heels and looked up at the three older men towering over him.
“Open up faggot,” Steven sneered.
Zack opened his mouth just as Steven’s warm, strong stream hit him in his mouth and chin. The boy was surprised that it didn’t taste as bad as he thought it would. Bear’s stream joined in, hitting Zack’s cheek and Zack turned his head to catch and gulp his Master’s piss.
“That’s right son,” Bear praised him, “drink Master’s piss like the good little pig slut you are!”
Zack felt Richard’s stream hit the top of his head, soaking his curls. The twink unleashed his own stream, spraying his stomach. He started rubbing the warm piss onto his chest and body as he eagerly moved his face to try and drink as much of the three men as he could.
“Fuck yeah,” Richard cooed. “He’s a right little piss pig.”
Zack grew hard and started stroking his cock, reveling in the idea of being used and humiliated by these three men, he hardly knew. “That’s enough boy,” Bear said, tucking his cock back into his swimsuit. “Shower all that piss off then go back to my trailer. I want you cleaned out and waiting for me bent over the table when I get back.
“Yes Master,” Zack said, releasing his dick, watching the three men walk away, leaving him horny and soaked in piss.
A few hours later Bear finished the last of his beer, “Well, time to go spank and breed the boy.”
“Still on for grilling tonight?” Richard asked.
“Sure are.”
“Bring the boy. I’d love to play with him before dinner,” Mark smiled.
“Me too!” Tucker added, then quickly to Steven, “If That’s alright Sir.”
“Fine with me if it’s fine with Bear.”
Bear chuckled, “Sure, the kid said he wanted to be owned, whored out and humiliated. Let’s teach him to be careful what he wishes for.”
Zack was sitting at the table, naked, prepped and bored out of his mind, when he finally heard Bear coming up the porch steps. The boy quickly jumped up and assumed the position, bent over the table as his new Master had instructed.
“Very good boy,” Bear said as he approached the naked and waiting boy.
“Thank you Master.”
Bear knelt down and played with the young boy’s ass, squeezing and spreading his cheeks. “This hole looks delicious boy. Did you clean out like I instructed?”
“Yes Sir,” Zack responded, his heart thumping and his cock swelling as the hairy, 62-year-old muscle daddy groped his ass. Zack shuddered and moaned as he felt Bear’s tongue swipe over his hole a few times before the old man dove in, eating his boy cunt greedily. “Fuck Master, that feels so good!”
“Tastes good too, boy.” Bear rubbed his beard up and down the young boy’s hole. “You did so good with all that piss boy. You didn’t say you were a piss pig in your profile.”
Bear thrust his tongue back in the boy’s hole and Zack moaned and said “I didn’t - fuck - didn’t know, oh fuck - never done that before.”
“I see,” Bear said, standing up and jamming a thick finger in Zack’s hole. “What other secrets are you keeping from me boy?”
Zack rocked back and forth, pushing his ass against the old man’s thick finger and then his hard cock against the table. “I don’t know Master.”
“Well, we have all weekend to find out boy,” Bear added a second finger, cause Zack to grunt and moan. “You’re tight boy, but don’t worry. Master and his friends are going to stretch this pussy out.”
“Yes Master please! Please fuck me! Please whore me out to anyone you want! I’ll be such a good boy, I promise!”
Bear stroked his own, thick hard 8 inch cock and smiled. “Good boy.” He pulled his fingers out, leaving Zack feeling empty and desperate. He grabbed the paddle. “First you get your punishment for hesitating when I gave you a command. 5 swats boy, count them out for me.” Bear pulled back then landed the first blow on Zack’s ass.
“Ow, fuck, 1. Thank you Master.” Whack! “2, Thank you Master!” Zacks’s eyes started to water from the pain but his cock stayed rock hard as it slammed into the table with each swat. Whack! “3, Thank you Master.” Whack! “4, Thank you Master.” WHACK!! “Fuck! 5! Thank you Master!”
“Well done boy,” Bear grabbed some cooling lotion off the counter and began gently rubbing it over Zack’s hot, red ass. “Well done.”
“Thank you Master,” Zack said softly, lost in the sensation of the lotion and his Master’s soothing touch. The boy sucked in a breath as he felt two thick fingers spread the lotion into his hole. He felt the old man grab his hip with one hand, and line up his cock against his hole with the other. Without a word, Zack felt the old man’s thick, 8 inch cock shove into him, until the man’s silver pubes were pushing against his red ass.
The intrusion knocked the wind out of the boy and Bear watched as the twink struggled to pull away, but Bear put two strong hands on the boy’s shoulders and pressed him into the table, holding still so the 21-year-old could adjust to his cock. “Just breathe boy. Just breathe.” The twink stilled under his grip and started to breathe somewhat normally. Bear pulled his cock out half way and then slid back into the young boy’s tight hole. “You’re gonna have to learn to take a lot more than this boy before the weekend’s over.”
“Yes Sir,” Zack moaned as the pain turned to pleasure and the old man picked up the pace. Zack was sure his own cock was leaking under the table. He began to moan and push his hips in rhythm with the old man’s thrusts, begging softly, “Fuck me Master, fuck me please.”
Bear picked up the pace and began pounding his cock into the young boy over and over. He felt sweat bead up on his forehead and watched it drip onto the young boy’s pale back. He lived for this, reducing a man, a young man, into nothing more than a moaning hole for his pleasure. He felt his release building up, listening to the twink moan like a whore, watching his cock pump in and out of the boy’s hole. Bear bent over the boy, pressing his sweaty chest hair against the twink’s smooth back. He put hand around the boy’s mouth, muffling his moans. Bear let out a loud groan and grunted as he came, pumping the boy’s ass full of cum. He shuddered and laid there on top of the boy for a minute, covering his mouth, until he caught his own breath and said “Don’t fucking move.”
Zack whimpered as he felt the old man stand up and pull his cock out, but otherwise remained perfectly still. He listened, his legs trembling as he tried to keep the old man’s cum inside him, as Bear walked down the short hall. Zack heard the sound of the shower turn on and listened to the old man hum contentedly as he washed himself quickly. After a minute, the shower turned off, and Zack listened to Bear’s footsteps coming back down the hall.
“Very good boy,” Bear looked down at the trembling boy, covered in sweat, ass red and clenching to hold in his cum. “Go shower and clean out again. When you’re ready, come around back.” Bear traced a finger over the boy’s forehead and pushed a dark curl back into place. “You did good, boy. Take your time.”
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