Josh stood outside his office watching the new inmates as they were led to their cells. A brunette caught his sight, he looked way to fragile to be in prison.
"Hey! Can I have the brunette right there?" Josh called out to the guards. "Yes boss," one of the guards said grabbing the brunette. The brunette resisted. The guard frowned and shoved the brunette to Josh. Josh only smiled as he caught the handcuffed brunette. "Calm down," Josh said. The brunette scoffed and stopped resisting. Josh clipped a collar with a leash on the brunettes neck. The brunette's eyes widened. He frowned and tried to push away. "I said calm down," Josh said coldly. Josh grabbed the leash harshly almost making the brunette fall over. Josh pulled the brunette into his office.
"On your knees," Josh demanded. The brunette complied. "Good boy," Josh said before walking over to his desk. "What's your name?" he asked. The brunette glared at Josh. "Tell me or else I'll send you back to the cells. Trust me you won't last an hour," Josh said sternly. The brunette sighed. "Tyler Joseph," he said quietly. Josh smirked. "Pretty name for a pretty face," he said lowly. Tyler blushed. "Stealing, huh?" Josh said with a smirk. Tyler nodded. "What did you steal?" Josh asked. Tyler shook his head. "Embarrassed? You should be if you stole from a sex store," Josh teased. Tyler's face flushed red. "You're such a horny fuck," Josh said making Tyler whimper. "Aw is baby Ty Ty already hard," Josh cooed sarcastically as he walked over to Tyler. Tyler looked up at Josh. He stared in awe as he stared at the red haired man. "How do you like it, kitten?" Josh whispered tilting Tyler's head up. "V-Vanilla," the boy answered. Josh chuckled. "Too bad, slut," he said coldly.
"I want you to go in there," Josh said pointing at a door at the other side of the office,"Strip and be on the bed ready," Josh finished. "I'm going to take off your handcuffs but if you do something bad I can leave you begging for hours," Josh warned. Tyler's breath hitched. "Understood?" Josh asked. Tyler nodded. "Words, princess," Josh said. "Y-Yes sir," Tyler answered quietly. "So obedient," Josh said with a smile as he took the cuffs off of Tyler's wrists. "Go on," Josh said after Tyler's hands were free.
Tyler was trembling with lust and fear as he walked into the room. The room just had a bed and a nightstand, he sighed. He didn't mean to get caught. He just needed the things from the store because well, he was lonely. That was his excuse. Tyler slowly entered the room he could feel Josh's eyes on him. Tyler left the door half open as he took off his orange jumpsuit. He was a bit fearful of what Josh would do to him. Tyler had never had rough sex. He he had hooked up with some guy at this party and the guy had been gentle with him, Tyler liked it that way. He knew he was screwed when he got caught stealing. Tyler only whimpered and sat on the edge of the bed waiting.
Josh walked in holding the pair of handcuffs. He bluntly scanned Tyler's body. "You look gorgeous," Josh said quietly as he shut the door. Tyler blushed, gripping the sheets tightly. Josh walked over to Tyler and placed a kiss on his lips. Tyler whined, his hands instinctively grabbing at Josh's dress shirt. "Such a needy whore," Josh teased pulling Tyler off. Tyler whined louder looking at Josh with wide eyes. Josh smirked. "Move over there," Josh said pointing towards the headboard. Tyler nodded. He moaned when Josh slapped his thigh. "Words, that's your last warning," Josh said coldly. "Yes sir," Tyler squeaked. Josh smiled and gave Tyler a kiss.
Once Tyler moved Josh handcuffed his hands to the headboard. Tyler whined. "Now, we're gonna play a little game," Josh said running his hands down Tyler's jaw. "I don't want any noise from you unless you're told to. If you make any noise you get 10 spankings. Don't cum until I say unless you want 20 spankings," Josh said with a smirk. Tyler's eyes widened. "Oh and you're getting blindfolded," Josh said grabbing a blindfold from the nightstand. Tyler pouted silently. "Don't pout whore, I can easily take away your right to cum," Josh warned rubbing the brunette's thighs. Tyler shivered and nodded. Josh blindfolded Tyler. Tyler bit his lip to keep in sounds, he didn't want spankings.
Tyler felt Josh's hands on his chest. Tyler's breath hitched. "Already so worked up? I've only started," Josh teased.
Tyler whined. He immediately realized what he did. "I'm sorry please don't. It won't happen again," Tyler pleaded pulling on the chain of the handcuffs.
"Whore," Josh whispered as he turned Tyler around. Tyler braced himself. "How many did I say?" Josh asked, obviously he knew he just wanted to mess around with Tyler. "T-Ten sir," Tyler answered. "Good boy," Josh said.
Ten spankings later Tyler was sobbing. "Sh sh you're alright, baby," Josh comforted breaking character. "Do you want me to take off the blindfold?" Josh asked gently. "Please," Tyler answered. Josh untied the fabric from Tyler's eyes and flipped Tyler back onto his back. Tyler looked absolutely wrecked. Josh chuckled as he ran his hand through the brunettes hair. "Want me to fuck you?" Josh asked. Tyler nodded eagerly his legs shaking from excitement. He had forgotten he was hard and now it hurt. Josh stood up from the bed and took off his clothes too. Tyler stared. "What?" Josh asked. Tyler blushed and shrugged. Josh only smiled and got on top of Tyler. "You can steal 10,000 dollars worth of stuff from a sex store and other stores without shame but you can't take 10 spankings?" Josh teased. Tyler looked away. "Come on kitten, look at me," Josh whispered into Tyler's ear. Tyler's lip quivered as he shook his head. Josh grabbed Tyler by his collar. Tyler looked at him with a small smile. Josh only smiled back innocently. Tyler noticed the mischievous glint in Josh's eyes. "S-Sir ungh fuck!" Tyler cried put after Josh plunged a finger into his hole. Tyler immediately tried to conceal his sounds. "The room's soundproofed," Josh stated as he worked his fingers expertly. Tyler let out a moan as he pulled on the handcuffs. "Fuck f-fuck sir," Tyler gasped when Josh hit his prostate. Josh stopped moving his fingers and stuck to only rubbing Tyler's sweet spot. Tyler squirmed. "I'm gonna cum," he said breathlessly. "You're not," Josh said pulling out his fingers. Tyler whined his cock begging for attention.
Josh smirked and plunged into Tyler. Tyler screamed, he pulled at the handcuffs so hard Josh was afraid he would break the headboard. "Oh, daddy," Tyler gasped out, he laughed breathlessly after he realized what he said. "Loud, aren't ya princess?" Josh groaned lowly. "Only for you daddy," Tyler answered with a grin. Tyler's jaw dropped immediately when Josh started pounding into him. Josh laughed at that.
"Daddy c-can I c-cum?" Tyler rambled. His eyes were shut tight, his cheeks were flushed red, a layer of sweat covered his forehead, and his thighs were shaking. "No," Josh said slowing down. Tyler pouted and whined. "Please daddy," Tyler moaned. "Beg for it slut," Josh growled. Tyler's eyes shot open. "Please daddy, I've been a good boy! Please oh please let me cum!" Tyler begged, giving Josh his most innocent look. Josh smirked and leaned down to kiss the boy. Tyler groaned. "Spill for me princess," Josh said lowly as he sped up his thrusts repeatedly spamming Tyler's prostate. With that Tyler threw his head back and came with a choked moan. That sent Josh over the edge.
Once they had both calmed down, Josh uncuffed Tyler. Tyler whimpered. "Good boy," Josh whispered.
Tyler smiled.
After an hour Tyler had to leave to his cell. "See ya," Josh said softly kissing his forehead. Tyler giggled and waved as two guards came and harshly grabbed him. Josh smirked.
