puppy/sir, punishment, pegging, degradation, anal


It was getting late, and the last few rays of sun were shining through the windows. Jester was sitting on the couch watching TV when they heard keys in the door. "Heeeey, puppy." They said, smiling as Owen walked in. "How was your walk?" Owen smiled.

"It was fine." He gave Jess a kiss and sat down next to them, putting his arms around them. They slid onto his lap and nuzzled his neck, humming softly. Owen put his hand on their hips, but they stopped him, grabbing his wrists.

"I never told you that you could do that, puppy." Owen shuddered. "You need to ask first."

"Can I touch you, please?" Jester nodded, kissing him gently. They dragged their tongue across his bottom lip. He slid his hands down their thighs and gingerly put his hands on their hips and they leaned into his touch, skin cold against his warm hands. Owen slid his thumb under the hem of Jester's exercise shorts.

"Puppy." Owen put his hands back on their hips. They leaned back and sat up straight, looking down their nose at him. "Be careful, puppy. I don't want to have to punish you." Owen whimpered, eyes fluttering. "Awe," They said, putting a hand on his cheek. He leaned into their hand, closing his eyes. "You're so cute, puppy." Owen whimpered and gently put his hand over theirs.

"Thank you." Jester pressed their thumb against his lips and he opened his mouth, gently sucking. They slid it down his throat and he gagged, moaning gently. Owen put his hands on their ass and pulled them close, grinding his hips against them. They pulled away and stood, gripping his hair and pulling him in.

"Are you that desperate, puppy?" Owen whimpered, clutching the couch cushions at his sides. "So desperate for me to fuck you like the little whore you are?" He whimpered, but said nothing. They pulled his hair harder, craning his neck and forcing him to look at them. "Answer me, slut." They said, raising their voice.

"Yes, sir!" Owen yelped.

"What are you? Tell me." Jester growled, voice still raised.

"I'm just a whore, sir! I need you to fuck me like the toy I am!" Jester smiled and let go of his hair. He fell back onto the couch, trembling and clutching at the cushions.

"Good boy. Come on, upstairs." Owen stood, looking down at them. He was much taller than them, they were nearly half his size, but he knew he would regret disobeying them. He followed them upstairs and closed the bedroom door behind them. They sat on the foot of the bed, and gestured for him to stand in front of them. He did, and they smiled. "Strip for me, puppy."

He pulled off his shirt and his shorts, tossing them to the side. He stood there for a moment, looking down at them. They held their hand out and furrowed their brow, gesturing to the growing tent in his underwear.

"And your underwear, puppy. Do I really have to ask?" He slowly tugged them off and tossed them aside. He felt vulnerable standing there like that as Jester looked him up and down.

"Turn around, puppy." He did, heart pounding. They stood and put their hands on his back, pressing their body against him. "Turn back." He turned and they cupped his face, pulling him close and biting his ear gently. He moaned softly, his hands trembling. He gripped their hips and pulled them close, grinding his hips against them. They tried to grab his wrists, but he stopped them, smiling.

"Will you be a good kitten and-" Jester pulled their hands away and grabbed Owen by the throat, shoving him back against the wall.

"Are you fucking kidding me?" Jester said, voice raised. "You do what I tell you to. You do not try to dominate me, puppy." With every sentence they tightened their grip and pressed harder. "You do not touch me without my permission. Do you understand me?" Owen nodded. "Use. Your. Words. Slut."

"Yes, sir." Owen moaned.

"Are you sure, puppy?" Owen paused. They let go of his throat and he fell to his knees. "I think I might need to punish you. Make sure you remember."

Jester walked over to the dresser, grabbed a collar and leash and secured it around Owen's neck. They pulled, and he stood, the two of them walking to the bed. Jester put the leash down and slowly undressed, until all they were wearing was a lacy black bra. They sat on the edge of the bed and pulled the chain, forcing Owen back onto his knees. They put a foot on his shoulder and spread their legs. Owen hesitated, looking up at them.

"Well?" They asked. Owen leaned in and licked their wet lips, breathing in their musk. They tasted fucking amazing, and he felt his cock throb between his legs. They pressed their thighs against the side of his head and squeezed, threatening to crush him.

He slid two fingers into their pussy and curled them, still sucking on their clit. They arched their back and moaned, grinding their hips against his hand. He pulled his fingers out and slid in his tongue.

"F-fuck!" They cried, mouth wide open and eyes rolled back. They squeezed his head harder and kept grinding their hips against his mouth, threatening to suffocate him. "I'm gonna cum, I'm close, I'm so fucking close, puppy, I'm gonna-" They arched their back and cried out, hips bucking violently. They squirted all over Owen's mouth, their cum dripping down the edge of the bed. He licked it up and stood, looking down at them as they caught their breath.

He grabbed their legs and spread them, rubbing his cock against their pussy. They didn't stop him as he slid himself into them and slowly began fucking them. Jes moaned, but said nothing. Owen picked up the pace, fucking them aggressively against the bed. They sat up and wrapped their arms around his neck and their legs around his waist, pulling him close.

"You like that, kitten?" Owen asked, smiling. They moaned gently but said nothing in protest. His legs started to tremble and he gripped them tighter, his thrusts growing erratic. Jester pulled back, sitting back on the bed and pulling the leash. Owen whined in protest as they moved back, his cock sliding out of them.

"You really think I was going to let you cum, puppy?" Owen pulled against the collar, and Jes yanked it, forcing him to lean in. "Nice try, whore." They growled. "But you're not done yet. Get on the fucking bed." Owen climbed on the bed and sat facing the headboard as Jester stood and grabbed a strap on and a cock ring from the dresser. "Get on all fours, puppy." They said sternly. Owen put his hands flat on the mattress and raised his ass into the air. Jester reached between his legs and slid the cock ring on.

"Nnoo, please sir." Owen whined. "Let me cum, please." Jester smiled as they put on the strap on.

"You were being disobedient, puppy. You don't deserve to cum." Jester grabbed a bottle of lube and squeezed some onto their fingers, running their hand up and down the thick toy. "At least not yet." They pressed a finger against his hole and slid it in gently, not stopping until they were knuckle deep. Owen arched his back and moaned, grinding his hips against their hand. They pulled on the leash, curling their finger. "I didn't tell you you could do that." They said sternly.

"I'm sorry, sir." Owen whimpered. His whole body was trembling and sweat dripped down his back as Jes added one, then two more fingers, slowly stretching him out. He fell onto his elbows and pressed his face into the mattress, trying to muffle his moans. They pulled their fingers out and sat back.

"Lay down puppy." He flipped over and spread his legs. "I don't want you to try and quiet yourself, baby. I wanna hear you scream." Jester pressed the toy against his hole and slammed their hips against him, filling him up. Owen arched his back and cried out, an incomprehensible string of profanity leaving his lips. Jester didn't waste time letting him get used to it, they immediately set an aggressive pace, fucking him relentlessly.

"Siiir" Owen moaned. "Please, can I touch myself?" Jester smiled.

"Why, puppy? Are you really so needy?" Owen nodded.

"Yes, sir. I need it so fucking bad." He gently palmed himself, and Jester didn't stop him.

"Go ahead, puppy." He started jerking himself off as Jester fucked him, desperate to cum. Owen's eyes rolled back and drool trickled out of his mouth, and his overstimulated body trembled. He was getting close, so fucking close, but he was still wearing the cock ring. Jester pulled on the chain a little and pulled him in. He kissed them, and they licked his cheek gently. "Open your mouth, puppy." He obediently did, and they spit into his mouth. He fell back onto the bed, moaning.

"Sir, I need to cum, please let me cum" Owen moaned, still touching himself.

"You've earned it, puppy" Jester pulled off the cock ring and pulled out of Owen. They leaned down and took him into their mouth, gently sucking. He reached down and gripped their hair, gently thrusting his hips. He moaned as he fucked their face, every thrust making their throat bulge.

"Ffuuck, I'm close, I'm so fucking close." Jester pulled away, drool dripping down his cock.

"You can cum, puppy." They said, and leaned back down.

"Thank you, sir." He muttered. Owen started thrusting faster, tugging on their hair. They moaned gently, looking up through their lashes at him. "I'm close, baby, I'm gonna cum, fuck I'm gonna come!" He thrust into their mouth as deep as he could and held them there, gripping their hair as he came down their throat.

Jester pulled away and leaned in to kiss him. He could taste himself on their lips. They sat back, and stared. Owen ran his hands through his hair, his chest heaving as he tried to catch his breath.

They pulled off the toy and sat down next to him. Owen reached out his arms and pulled them close. They stayed like that for what felt like hours, enjoying the feeling of each others soft breathing.