James closed the door behind his tenant, a young single father with a young boy named Isaac. The man could not pay his rent again, or at least that’s what he told James. Since they had made arrangements to forgive his overdue balance six months ago, the man continuously came up short each month. It was not as if James did not benefit from him being so irresponsible each month. After all, when he did not pay, James kept the man’s son for a few days to work off the debt.

“Aw buddy, I haven’t even touched you yet, and you’re already crying?” James cooed at Isaac, the little boy standing before him, shaking with fat tears leaking from his big brown eyes.

“Pu-lease don’ hurt me.”

James smirked at the child as he walked around him to sit on the couch. “Baby, come kiss your boyfriend. You know the rules.”

The landlord yanked the boy to stand between his spread legs, his hands effortlessly encircling the tiny waist. He buried his massive hand in the boy's curly black hair and pulled the child’s head back so that he could attack his mouth. James licked Isaac’s gums, flicking his tongue between the gap where he had lost a tooth. It was less of a kiss and more like James was tongue fucking Isaac’s mouth.

Isaac squirmed. He hated kissing James because it always made him feel icky each time and made his tummy hurt. Rough hands began groping Isaac’s body, squeezing his little butt, cupping his dicklet through his shorts. He shifted from foot to foot, wanting to run away but knowing better. If he ran, he would make his “boyfriend” angry, and everything always hurt more when he was furious.

“I’m gonna fuck this little ass all night, baby; bet you’re all tight again.” James pushed off Isaac’s shorts to reveal the pull-up the boy had on underneath them. “Fuck, baby, you’re peeing yourself again, or did you wear these just for me? Answer me.”

“I-I peed up too much. I peed in m-my bed.”

James groaned in satisfaction, glad that he had caused the child to have a weakened bladder with all of the repeated hard fuckings. He loved how ashamed Isaac was to be back in diapers.

“It’s okay, baby. I think it's hot. I'm not even gonna take them off you. C’mon, I want you in bed.”

James grabbed Isaac by the arm with one hand, dropped his jogging pants with the other, and kicked them off as he pulled the boy to the bedroom.

“No, no, no, I don’t…I dun wan’ too!”

It didn’t matter how hard Isaac tried to pull himself free or how he tried to go limp. James pulled him along with ease.

“Ugh, everyone thinks it’s all fun and games being with someone younger. If only they knew about the tantrums, I have to deal with.” 

James scooped Isaac up, carrying him the rest of the way and dropping him on the bed. “You’re lucky I want to fuck you in these, or I’d spank your little ass.”

Sure, he could have spanked Isaac with the diaper on, but James believed that bare spankings were most effective. James pulled the tube of lube he had kept from under the pillow. Isaac tried to crawl away while he was distracted, but a single heavy hand in the middle of his back kept him pinned to the sheets.

“Don’t fucking run from me.”

The angry tone in James’ voice froze Isaac to the bone. He was paralyzed in fear.

James only needed two fingers to rip a hole in the back of the child’s diaper. He poured lube into the opening. It covered Isaac’s little hole and dripped down his crack. James rubbed his finger through the mess before prodding at the clenched orifice. He pushed his finger through the ring, deep into Isaac’s ass, and pumped his finger roughly. It was not as if the boy had never had anything in his hole before. Isaac had a more active sex life than some adults.

“Hurts, it hurts. I dun like this, t-take it out!”

“Fuck, baby, I know you want my cock already, but I gotta open you up first.”

James added a second finger, pumping his finger faster and rougher; he moved up to a third finger quickly and pounded all three of his fingers into the child’s hole. He paid no attention to how hard Isaac was sobbing; after all, the boy cried over everything.

Isaac forgot how to breathe the second he felt James’ peepee touching his butthole. He braced himself for the pain that he knew was coming. He fisted the sheets in his hands and squeezed his eyes shut as if he could protect himself from what came next.

“Fuck, baby, you’re so fucking tight.”

James pulled Isaac in by the hips, forcing the boy to take every inch of his cock. He did not bother giving him any chance to adjust. By now, James knew that Isaac would complain no matter what.

“Hurts…no…st-st-stop”

“You always say no, baby, but I know you like it. You just cry cuz you know I love hearing it.”

James moved a hand to hold Isaac down by the back of his neck. He planted one foot against the bed and began to fuck Isaac with the entire length of his cock. His pace would have made grown men cry, and for little Isaac, it was unbearable; he howled and thrashed. Isaac's face was a mess of tears, drool, and snot. His body was sweaty, and his breathing was a high wheeze. James flipped Isaac onto his back. He pushed one skinny leg into the air, spreading the boy obscenely. The new position allowed him to put his hips into each thrust; the sound of his hips colliding with the child’s ass sounded like clapping. He could see his cock pushing through Isaac's tummy.

“Yeah, baby, take it, take my fucking cock. You fucking love it, don’t you? You’re just a little cock whore.”

It hurt, it hurt so much, his butt hurt, and his tummy hurt. Isaac hated it. He hated his daddy for leaving him here. He hated James for being his boyfriend. He hated sex.

“Kiss me, baby. C’mon, stick your tongue out.”

James spat on Isaac’s little pink tongue. The puddle of saliva disappeared just as quickly as it landed. James dived in for a deep, probing kiss. Isaac gagged a little as James’ tongue had worked its way past his uvula.

James pinched and pulled at Isaac’s nipples, his large fingers catching the areolas as well. He pulled away from the child’s mouth to dip down and take the buds in his mouth. He suckled at the flat chest as if he could get milk out. He nibbled at them, leaving red tooth marks all over them.

“I ha-hate you! I hate this! I hate it…I hate y-you…I hate you…I do,” Isaac screamed the words into James’ face as he swung his little fists at the man, overwhelmed and upset. He wanted it all to stop, but James never stopped. He never listened because Isaac was too little to make him.

“Don’t say that. Don’t say mean things, baby. Say you love me. Say it. Tell me you love me.”

James flipped the boy onto his stomach, trapping him under his weight as he straddled the boy’s thighs, forcing them together, creating an even tighter space for him to fuck. He slammed into the boy’s prone body, pulling the boy’s head up by the hair, forcing Isaac to arch backward to relieve the strain in his neck. Isaac shrieked in pain, desperately trying to pull himself up from the bed. He screamed again when James bit the top of his ear.

“Say you love me.”

James dropped Isaac back down to the bed. Shifting backward, he grabbed Isaac’s flailing arms, using them as reins to yank him backward onto his cock. The boy couldn’t think between the violent thrusts, but James repeated his command as he brutalized the child.

“Just say you love me, baby. Say it, and I’ll be nice again.”

“I-I l-l-love y-. L-love y-you. Pease…I luh-love y-you.”

Isaac choked on his words, but James kept his promise and turned him over. The position change brought a fresh round of sobs out of Isaac.

“I love you too, baby, even if you are a fucking brat sometimes.”

James dragged his tongue from Isaac’s dicklet and perineum to the boy’s swollen asshole; the rim was hot, almost pulsating. He sucked away at it. Saliva dripped down his chin into his beard as he ate the boy’s hole out.

During the night, most of James’ cum had leaked out of Isaac into his torn diaper, mixing with the urine that the boy had released. It didn’t matter to James, though. He forced his tongue through the tight ring in search of every drop left behind. Isaac sobbed as his hole was once again violated. He tried to squirm away from the man’s thick tongue but was pulled back again and again by the large hands around his hips.

“I know you want to keep it in, baby, but it’ll give you a tummy ache,” James cooed at Isaac in an understanding voice as he held the boy down so that he could force his thumb inside, pulling the boy open even more, giving him more room to lap away at the boy’s asshole.

Isaac could not breathe, his throat was full of James’ cock, and the man’s hairy ball sack covered his nose. He could not even fight the man off with his arms pinned under the man’s legs, and his legs were held in the air so that James could feast on the abused asshole.

James fucked the boy’s face without mercy, long thrusts that left Isaac’s throat bulging with each stroke. Every so often, he would grind his hips into the boy’s wet face, his pubic bone colliding roughly with the little chin under him.

“Take it, baby, you’re doing so good! Make me cum, then you can have breakfast, and we can go to the park.”

All the while, James continued to pound Isaac’s already battered hole. He had three fingers working the boy’s hole while he licked at its swollen rim. He spanked the boy’s ass for no reason other than that he could, hard smacks that shook his entire body.

Isaac shook violently when a flood of cum poured down his throat, gagging him but still forcing him to swallow it all regardless. His tummy swirled in disgust, but he fought desperately not to throw up. He did not want to make James angry again. He started sobbing the moment James pulled his cock free from his throat.

“Fuck, that was good baby, aw, sweetie, don’t cry. We can play more later, but you need some real food now.”

James let Isaac’s body fall back on the bed as he stood. The child’s hole was gaping obscenely, and his face was a mess of cum, spit, and tears. Isaac said nothing as he curled onto his side and cried. His despair did nothing to diminish James’ joy, though. The man pulled the boy up from the bed, trapping him in a deep kiss before dragging him out of the room.

“Hmm, let's have something soft. I bet your throat is sore, and it’ll be easier on your tummy, too.”

James mostly spoke to himself since Isaac was too distraught to be much of a conversational partner. James took his time throwing together a smoothie bowl for the boy. He made himself a breakfast of eggs and bacon to help him regain his energy. Once the meals were ready to eat, James sat Isaac on his lap, and his cock rubbed against the boy’s hole but didn’t penetrate it.

“Eat up, baby.”

Isaac silently picked up his spoon, tears rolling down his cheeks each time James moved, terrified that the man would decide to fuck him in the middle of the meal. He did not think he could take another round so early. His body hurt so much that the thought of it almost sent him into hysterics. James, on the other hand, ate his meal without any problem. He even amused himself by touching Isaac’s shaking thighs. It was adorable how tightly wound the child was.

After breakfast, James had dressed Isaac for their trip to the park. He had put the boy in a cute pair of blue shorts, a Paw Patrol shirt, and some knee-high white socks with red shoes. Underneath all of that, of course, was a diaper.

~~~~~~~

“God baby, you look so fucking hot, I almost want to fuck you right here.”

James plopped Isaac down onto the swing, forcibly spreading Isaac’s legs so that he could see the print of his diaper between them.

“Would you like that baby? If I fucked your little hole in front of all these people? I bet none of these other kids have ever had a cock in their holes before, but you have. You’re such a little faggot.”

James kept up a steady stream of filth as he pushed Isaac on the swings, not wanting the boy to have even a moment of feeling like the other children. Isaac tried his best to ignore James. He did not want to think about all of the nasty things he did or how none of the other kids had boyfriends who were old enough to be their daddies and let bad men have sex with them. He focused instead on drinking his juice and the feeling of weightlessness that came with being on the swings.

“Can we go on the jungle gym next?” Issac asked a few minutes later, dragging his feet in the wood chips until he stopped.

“Sure, buddy, let’s do the monkey bars. I’ll help you.”

James scooped Isaac up, carrying him over to the monkey bars while groping the boy’s body. He cupped a hand over Isaac’s diaper-padded dicklet and squeezed it as he held him. Isaac twisted his hips, trying to get away from the molesting hands. Nothing he did to get the hands off him was successful. James only squeezed the boy’s dicklet harder through the padding in punishment.

It was not long before Isaac was squirming for a different reason. All the juice he drank was weighing heavily on his little bladder.

“James! I hafta pee!”

He repeated the complaint several more times but was ignored until finally, he could not hold it anymore and released a stream of hot piss into his diaper.

“Uh-oh, buddy. It looks like you peed again.” James smirked as he began dragging Isaac to the restrooms. He pulled the boy into the single-family restroom and locked the door behind him. “You did that on purpose, didn’t you, baby?”

“No…I-I tried t-to tell y-you!” Isaac argued as James pulled down the boy’s shorts, laying him on the changing table with his legs dangling over the edge.

“It’s okay, baby. I felt how hard your little dick was.”

James pulled the diaper down as well and took a step back so that he could snap a few pictures of the boy’s half-naked backside. His little fuckhole was so swollen that it peeked out from between his round butt cheeks. James jerked his cock to full hardness, the precum acting as the only lubricant the boy would be getting. He pressed the head of his cock to the boy’s hole and rammed in completely with one brutal thrust. He gripped the edge of the changing table and began fucking the boy without any concern. The sound of his hips smacking into Isaac’s little ass echoed loudly in the enclosed space. Isaac’s wails echoed just as loudly. His hole was burning, his tummy kept hitting the hard edge of the changing table, and he could not even find any leverage to lessen the impact of James’ thrusts. All he could do was cry and hold on.

“You better quiet down, baby. What if someone hears you being a little faggot? They might want a turn, too.”

At James’ words, Isaac slapped his hands over his mouth to muffle his sobs. James fucked Isaac violently, not bothering to waste his time being gentle. All he wanted was to fill the boy with fresh cum. He did not know how long he fucked the boy before he was releasing another thick load into the boy’s ass. His cum spilling out around his cock and dripping down the boy’s little ball sack.

“C’mon, baby, let’s get you home before you get me hard again.”

Isaac was silent except for his hiccupping sobs as James pulled his clothes back into place. He could feel the cum leaking out of his ass and pooling in his wet diaper. He felt uncomfortably open, his legs shaking as he tried to follow James out of the stall. Isaac kept his eyes on the ground, utterly ashamed, sure that everyone knew what had happened in the bathroom and that they all thought he was a bad, nasty little boy.

James, on the other hand, smiled at the adults he passed, amused at how some shot him sympathetic looks as he walked by with what looked like a little boy throwing a tantrum about having to leave the park. No doubt seeing Isaac’s awkward waddle as him being defiant rather than the boy limping from the brutal fucking he had just received. James sighed exasperatedly and made a show of picking Isaac up from the ground, plopping the boy onto his hip and tucking his head under his chin.

“Look at all these people, they know what a little faggot you are, that’s why no one’s coming to stop me, cuz they call know you wanted it,” James whispered to Isaac as he carried him back to his car.

He walked around the side of the car and opened the door. He dropped Isaac onto the seat but did not buckle him into his car seat. Instead, he reached into the floor compartment with one hand and pulled Isaac’s shorts and diaper back down with the other.

“This’ll keep you nice and full until we get home.”

He showed Isaac the thrusting butt plug he held in his hand before pushing the plug into Isaac’s wet, leaking hole with only cum to ease the way. Isaac yelped loudly, but James was not worried because they were far enough from the park and any other cars. He redressed the boy and buckled him into his seat.

“Hmmm…let’s set it to ten.”

He made a show of sliding his thumb up on his phone as far as it would go. Isaac jerked hard against the straps of his seat and screamed as the plug began thrusting hard into his body. James quickly shut the door and climbed into the driver seat, not bothering to turn on any music, perfectly content to let Isaac’s sobbing be the soundtrack for their drive home.

James checked the time before pulling into traffic. He smiled when he saw that it was nearly at a standstill. It took at least an hour to get home from the park, but with traffic, it would take even longer.

“So, you just want me to play with my prick?” Iaasic’s father asked with his eyebrow raised. James had called him to make a video, promising he would be paid well for his cooperation.

“Yeah, just play with it while making a few comments here and there to spice things up. Maybe some other stuff if you’re cool with it.”

“Alright, let’s do it then.” Iaasic’s father was happy to do whatever as long as it earned him some money. Even if that meant playing with his prick as his landlord fucked his son on camera.

----

“Look, Isaac, your daddy’s here,” James taunted Isaac as he forced his cock into the boy’s mouth. Isaac gagged violently from the cock in his mouth and from the cry that got caught in his throat. “C’mon, baby, show your daddy how good you are a taking my cock.”

James took a fistful of Isaac’s hair in his hand and forced his cock down the boy’s throat without giving him a chance to adjust. The outline of his cock bulged through the thin skin of Isaac’s neck. 

Drool spilled down Isaac’s chin with every thrust. The little boy was unable to get used to the brutal pace that the landlord had set.

Next to the pair was Iassc’s father, his fingers stroking his prick. He could not believe that Isaac was able to swallow a cock that size and that James had been fucking his son with something so huge.

‘No wonder he keeps pissing himself. That thing probably knocked his bladder out of place,’ he thought as he watched James fuck his son’s throat, the hair-covered balls slapping against his little boy’s chin.

Isaac fell backward into the bed once James released him. The little boy tried to crawl to his father, hoping he would protect him, but his hopes were wasted. Iaasic’s father watched on without a word as James dragged Isaac to the edge of the bed, propping his naked ass up. James waved his hand over to a shelf that was lined with various sex toys.

“Hey, why don’t you pick out a toy for Isaac? He’s used to all of them.”

Iaasic’s father stood up, hard prick dripping as he scanned the shelf of toys. He grabbed a crop from the shelf. As much as he wanted to see Isaac take one of the toys, he wanted to see him take James’ cock first. After all, if this video did well, they would probably film more in the future.

“Uh-oh, baby, looks like Daddy thinks you’re a bad boy.” James took the crop from Iaasic’s father with a nasty smile. It had been a while since he had given Isaac a real whipping. “You’re going to have to hold his legs open.”

“No, Daddy! Please!” Isaac yelled in fear as his father did as he was told and pinned him down to the bed.

Isaac’s body folded in half, with his knees nearly touching his ears, providing James with access to the vulnerable boy. James swung the crop down without mercy on Isaac’s puckered asshole. The boy shook violently, trying to get free and failing. The next blow landed on Isaac’s balls, the wide leather strip reaching the covered tip of his penis. James alternated between Isaac’s tiny dick and his abused asshole.

“See what happens when you’re a bad boy? Tell your daddy you’re sorry!”

James loved the look of devastation on Isaac’s face as he accepted that his father was the reason he was being beaten so mercilessly.

“D-Daddy…Daddy! I-I sowwy…I sow-wy, pe-pease!” Isaac apologized repeatedly, his words sounding even younger than usual as he became more upset.

He did not understand why his daddy was letting James hurt him or why he thought he needed a spanking. Isaac always tried to be a good boy for his daddy so he would not leave him with James. Maybe he was a bad boy, which is why he helped James.

“Fuck, I’m so fucking hard. Fuck him, I wanna see it.”

Iaasic’s father was practically jerking his prick from his body. He dropped Isaac’s legs so that he could work his prick.

James did not waste any time. He spat on Isaac’s swollen and bruised fuckhole before slamming into the little boy completely. Having an audience made James want to be rougher than he usually was with Isaac. He pounded into his little boyfriend without any restraint. The entire bed was shaking with the force of his thrusts.

“No, no, no, no…please, James! Sl-slow…please…it hurts…it hurts! Daddy, help, make it stop!”

Isaac’s begging made his father stroke his prick furiously. The sight of his only child being brutally fucked in front of him while he begged for help made his prick so hard it ached.

“Take your boyfriend’s fucking cock. You need this, you need this!”

Iaasic’s father’s body shook hard with his orgasm, but he kept playing with his prick as he berated Isaac. He cursed himself for not having taken the chance to watch James fuck Isaac before. Watching James’ thick veiny cock disappear into his son’s ass was incredible.

“Fuck, baby, see, your daddy knows you’re a fucking cumdump. You’re such a bad boy, your poor daddy. He has such a little faggot for a son.”

James’ rants reinforced the lessons he had already taught the boy. That he belonged to James, that he needed to be fucked, that everyone knew he was a fuckhole, and that he deserved it all because he was a bad nasty little boy. Isaac was letting out heaving sobs, his heart broken and his body brutalized.

“Shh, shh…it’s okay, baby. I love you, baby. Say you love me,” James demanded.

“Hurts…it hurts…no, no…stop!”

“Say it, don’t make me punish you again, baby.”

“Lo-love you! Love you, James! No more…no more!” Isaac gave in quickly. All he wanted was for James to finish so that they could stop.

“Don’t stop! Fuck him, fuck him, make him fucking take it!”

Iaasic’s father had already cum, but he continued playing with his prick and encouraging James to fuck his son.

“Damn, you’re one heartless bastard.”

James had fucked a lot of kids over the years and dealt with plenty of fathers, but Iaasic’s father was the first to be blatantly aroused by his son’s brutalization.

“Shh, baby, you’re okay. Here, do it yourself. Show your daddy what a good boy you can be for me.”

James flipped them over so that Isaac was sitting on his cock. He pulled the boy down for a filthy kiss, licking into his mouth until Isaac was gagging on his tongue. Isaac shook his head furiously. His tummy was hurting so much, and it felt like James was splitting him in half.

“I-I can’t! It hurts! I don’…I don’ wanna do this anymore.”

James kept kissing Isaac while grinding his cock up into the boy’s shaking body. He had not thought that Isaac would be able to fuck himself. After all, the boy could barely take being fucked, so there was no way that he could ride James. He did not expect it when Iaasic’s father slapped Isaac across the face and yanked him up by the hair. He watched in surprise as the man forcibly dragged his son’s hips up and down, making him ride James’ cock.

Isaac howled in pain, but Iaasic’s father kept forcing him to take James’ cock. The little boy blubbered from the force his father used to keep him going. He shoved his hand between his son’s legs and squeezed his tiny dicklet, crushing it in his hands.

James’ orgasm sneaks up on him. He spilled into Isaac’s body before he could even try to hold himself back. He pushed Iaasic’s father’s hands off Isaac and pulled out of the boy’s abused hole. He devoured the child’s mouth in a kiss, groping Isaac’s loose hole and cupping the boy’s sore balls.

“Fuck, baby, my good boy. That was so fucking good, baby. Shh…I’m just touching baby, don’t cry.”

“Fuck, I need to cum. Isaac, come here now!”

Iaasic’s father snatched his son from James’s arms and forced him down onto his stomach. He felt around until he managed to find the crop. Once he had it, he pushed the handle deep into Isaac’s asshole. He fucked it into him hard, assaulting his son’s already battered hole.

James watched silently as Iaasic’s father rolled Isaac on his back and climbed onto the boy, positioning himself so that his prick was lined up with Isaac’s mouth. He dragged Isaac up by the hair and forced his prick into his son’s mouth, and reached back to fuck Isaac with the crop.

“Suck it, suck it while daddy fucks you. Fuck, you like it, don’t you? You like being my fucking cumdump! I’m going to fuck your ass every night from now on!”

James raised an eyebrow at that statement. He had no intention of sharing his boyfriend’s dick ditch with anyone, not even the boy’s father. To remind him of his place and their deal, James shoved Iaasic’s father forward, exposing his clenched and hairy asshole. He was not attracted to men in the slightest, but it did not matter then. He slammed his cock into the unprepared asshole, fucking Iassc’s father the way he had fucked his son earlier. Drilling his cock in viciously with no care for how the man was shrieking in pain. James did not touch Iaasic’s father beyond holding him down.

“Cum, bitch, I’m not stopping until you fucking cum. Yeah, fuck my baby’s mouth.”

“Oh god…fucking stop…stop…fuck, I’m cumming…fuck, I’m sorry…stop!” Iaasic’s father sniveled in a confused mix of pain and pleasure. His asshole burned in pain, but his prick was throbbing. He shook hard, and a flood of cum spilled into his son’s mouth, choking his son.

James pulled out and came on Issac’s dicklet and his tiny sack. He did not hesitate to shove Isaac’s father to the side so that he could once again lavish the boy with kisses and praise for taking his fucking so well.

“You can leave, and if I hear anything from Isaac about you touching him without my permission, there’s an entire gang of men that love fucking men like you.”

“Wha—”

“I’ll take your pay from next month’s rent. Now get out,” James commanded as he began spreading Isaac’s legs again.

“Daddy…don’ leave me…Daddy…pease, Daddy…help.”

Isaac reached out for his father, sobbing as James began fucking him again, but his father ignored him, getting dressed and leaving him behind because Isaac still had a few hours left with his boyfriend before the rent was fully paid.