sir/puppy, punishment, oral, squirting, collar+leash
The sun was setting, and the entire house was filled with a warm glow. It was getting late and Owen was sitting on the couch, scrolling through his laptop when Jester came downstairs.
"Heeeey, puppy." They said, leaning against the doorjamb. They were wearing an over sized t-shirt, and it was unclear whether or not they were wearing pants. "Whatcha doing?" Owen smiled and closed his computer.
"Thinking about you." Jester smiled and walked over.
"Really? I was just thinking about you." Owen gently put his hands on their legs, sliding them up their thighs. They grabbed them and pulled them away.
"I never told you that you could do that, puppy." Owen pulled his hands out of theirs and grabbed their ass, pulling them onto his lap.
"I can do whatever I want to you, kitten." He leaned in to bite their neck, but they grabbed his hair and tugged his head back. Owen let out a shaky breath.
"Don't fucking try me, puppy. Understand?" He looked at them, his face flushing red. "Don't fucking try me, slut."
"Ooh, so scary." Owen smiled. Jester took a deep breath, trying to keep from getting too angry.
"If you keep acting like this, you're not gonna like what I do to you, puppy." Owen smiled and grabbed their ass again, making them jump. "Upstairs. now." Their voice was gravelly, and it was clear how angry they were.
Jester opened the closet and tugged open the bottom drawer of the dresser, digging around for their strap on. "Clothes off, puppy. Now." They watched as he changed, pulling off his pants and tugging off his shirt. He looked over his shoulder. Jester's face was red, and he grinned.
"Aww, do you like watching me strip, kitten?" Jester grabbed a collar and chain from the drawer and lunged toward Owen, grabbing his hair and pulling him down to their level.
"Get on your fucking knees, slut." He slowly got to his knees, looking up at them. His smile was faltering and his cheeks were flushed red. Jester secured the collar they were holding around his neck tightly and clipped on a long chain, pulling it taut. "Do you have any idea what I do to stupid little brats who piss me off, puppy?" Owen shook his head, his body trembling. "Then you're gonna fucking find out." They pulled him onto the bed and cuffed his hands to the headboard. The grabbed a long, thick vibrator and out of the beside table and spread his legs. They spit on their hand and ran it over the toy, and pressed it to his asshole, pushing it in with no resistance. Owen moaned, leaning his head back against the headboard. Jester pulled on the chain, forcing him to sit back up. They flicked the switch on the bottom of the toy and it buzzed to life at full speed inside him. His back arched and he cried out, his hips bucking. Before he could get used to it, Jester pushed his hips down and slid on a cock ring.
"Fffuck, Jes." He ground his hips against the toy, and Jester watched. He was panting, his face flushed. He was fighting against the restraints as he moved his hips, desperate to touch himself.
"Your'e so cute, puppy." Jes said, gently grabbing the chain and pulling him in. They shifted their weight to his lap and started grinding their hips against him. Owen moaned, desperately thrusting his hips against them.
"Please, daddy, I need it so bad!" Owen whimpered.
"What do you need, puppy?" Owen hesitated, and Jester tightened their grip on his face. "Use your words, puppy." Owen whimpered.
"I need you, Jes."
"That's not what you call me, puppy."
"Please, I need you inside me, sir!" Owen fought against the restraints. "I need you inside me, please! I feel like I'm about to lose my fucking mind!" Jester smiled.
"You don't deserve it yet, puppy." Jester smiled. "Lay down." Owen obeyed, watching them pull of their lacy underwear. They climbed over him, putting their pussy right above his face. "You need to earn it." Owen dragged his tongue up their slit, and they gripped his hair. He pumped his tongue in and out, wet sloshing sounds filling the room. "Fffuck. Suck my clit, puppy." Jester whined. Owen wrapped his lips around their clit and started to suck. Their hips bucked and they pulled his hair painfully hard. It felt like electric shocks were shooting though their body. They rode his face as he sucked, occasionally drawing out a moan by brushing his teeth against their swollen, throbbing clit.
"You taste so good, daddy." Owen groaned against their cunt. They tugged on his hair, and his eyes rolled back.
"Don't fucking stop, puppy." Jester was trying to be assertive, but the way their thighs trembled meant they were going to crack. They bit their finger, trying desperately to muffle their moans and whimpers.
"I-I'm close, puppy." Jester said, their voice cracking.
"Cum for me, daddy." Owen groaned against their pussy. He bit down on their clit and they screamed, arching their back. Owen desperately tried to drink them up as they squirted on his face. Jester's body trembled as they sat back and laid down. Their body was trembling and their skin was slick with sweat. He watched their pussy drip, their wet pooling on the mattress. "God, I wanna fuck you so hard, kitten."
Jester sat up and grabbed the chain, pulling it so tight Owen couldn't breathe. "Are you fucking kidding me right now?" Their voice was raised, and they dug their fingernails into his cheeks. "Do you need me to teach you a lesson, you worthless little whore?" Owen whimpered and shook his head. Jester narrowed their eyes. "I think I do, puppy. You've been such a brat all evening, and it's pissing me off." They let the chain slacken, and Owen gasped out a rattling breath. "I think I need to remind you of what you really are, puppy."
They walked over the the dresser and grabbed a different strap on than the one they had before. It was longer, at least ten inches, and they couldn't wrap their hand around it. They put it on, using their own cum to get it wet. They pulled off their shirt, so they were left wearing the toy and a lacy black bra. Owen's heart skipped a beat as they crawled between his legs. They turned the vibrator off and slowly pulled it out. Owen moaned, his legs trembling. They pressed the toy against his asshole, slowly pushing it in. It was almost to big for him. He threw his head back and moaned as it stretched him out. Jester stopped when it was halfway in, giving him time to adjust.
"How does it feel, puppy?" Owen moaned, his chest heaving. He didn't say anything, and Jes pulled on the chain, tugging the collar, making him look up at them.
"It feels so fucking good, sir." Jester smiled.
"That's what I like to hear, slut." They started thrusting their hips slowly, so he could get used to it. He started grinding his hips desperately, so Jester sped up. The sound of skin against skin and Owens moans were the only sounds in the otherwise silent room. Owen's body was covered in sweat.
"I'm so fucking full, sir." He muttered. "I wanna ride you, sir. I wanna ride your cock." Jester pulled out slowly and uncuffed Owen's hands, re securing them behind his back. They switched places, Jester leaning back against the headboard, Owen sitting on their lap. Jester pressed the toy to his asshole and Owen sat down slowly, his back arching. Jester put their hands on his hips and gently pulled him down. Owen stopped at halfway and lifted himself so that only the head was inside, and dropped his weight down, taking the whole toy. "fuCK!" Owen cried, arching his back. They gripped his ass and ground their hips against him slowly, loving every little whimper and moan they were drawing from him. He started riding the toy as fast as he could, but was having trouble staying up. "My hands." Owen muttered, slowing down. "Please." Jester gently held his face.
"You want me to uncuff your hands, puppy?" Owen nodded frantically.
"Please, sir." Jester reached around and unlatched the cuffs, tossing them to the side. Owen leaned back and put his hands on the bed behind him, grinding his hips against them. Jes wanted nothing more than to take a picture right now. Owen was leaned back, back arched and head thrown back as he moaned, desperately riding the toy, his legs spread wide and chest heaving with every shaky breath. Jes pulled the chain, and their heart skipped a beat when they saw his face. His mouth was wide open, and drool was dripping down his chin. His eyes were rolled back and his face and neck were flushed red.
"You're so beautiful, puppy." Jester said, tugging on the collar, pulling him close. He looked away, covering his face with one hand.
"S-shut up." He whined, flustered. Jester yanked the chain and dug their fingernails into his cheeks, gripping his face.
"What the fuck did you just say to me, slut?" They said. Owen's breath hitched, and he squirmed.
"Nothing, sir." Jester raised an eyebrow. "I'm sorry, sir." Jester released their grip on his face, but kept pulling on the collar. It was making it hard for him to breathe, and his breaths were getting raspy.
"Don't fucking test me, slut. Or I'm going to leave you here, tied up for hours. Understand?" Owen's body shook, and he nodded. "Use. Your. Fucking. Words."
"Yes sir, I understand."
"Good." Jester let the chain go slack, and Owen leaned back. "Get up." Owen paused. "Get up and bend over the edge of the fucking bed, slut. I need to make sure you understand not to be disrespectful." They pulled the toy out with a wet pop, and Owen whimpered. He slid off the edge of the bed and turned, putting his hands flat on the mattress and his ass in the air. Jester grabbed the collar and twisted it, so the chain connected in the back. They tugged on it gently and Owen arched his back, moaning. They spit on their hand and slowly dragged their palm over the toy, until it was dripping wet. They put their hand on his ass and thrust their hips forward. Owen moaned, his knuckles white around the bunches of sheets in his hands. He moved his body back against them, matching their aggressive pace.
With no warning, Jester pulled the chain and brought their hand down on his ass, hard enough to leave a red hand print. Owen yelped, his body trembling. "This is what you get, brat." They said. "You need to learn better than to be rude to me." They slapped his ass again, and he cried out, burying his face into the mattress. Jester yanked on the chain, forcing him back up. "Don't you fucking dare try to be quiet, puppy. I want to hear you scream."
"Y-yes sir!" He moaned, clutching the sheets.
"You know what you are, puppy?" Jester said, tugging on the chain. "You're my worthless little slut, puppy. Isn't that right?"
"Yes sir, I'm just your toy." Owen moaned.
"Hell yeah you are." They slapped him one last time, and slowed their pace.
"N-no, sir, please don't stop."Owen whined. Jester pulled out and tugged on the chain.
"Turn around and get on your knees, puppy." Owen's legs were trembling and he fell to his knees, gripping their hips for support. "Open your mouth." He did, wrapping his lips around the strap on. He started sucking, bobbing his head back and forth. "Do you like tasting yourself on me?" Jester asked, weaving their fingers into his hair. Owen pulled away and nodded.
"Yes, sir." Jester smiled, and he kept going. They started thrusting, fucking his face. His throat bulged with every thrust. He tapped their leg, and they pulled back out. He gasped, sucking in heavy breaths. Jester reached down and gently cupped his chin, lifting him to look at them.
"Puppy, are you alright?" Owen nodded, his eyes half closed. He opened his mouth again, letting his tongue hang out. Jester smiled. They pursed their lips and spit into his mouth. His eyes rolled back and he let out an audible groan.
"Please sir." He muttered. "Let me cum. I need it so fucking bad." Jester smiled and cupped his face.
"Do you think you've earned it yet, puppy?" They tugged on the collar, and he whimpered.
"Yes, sir. I have. Please." Jester tugged on his collar.
"Stand up, puppy." He did, and they looked up at him, the way he towered over them. His hair stuck to his forehead, and Jester brushed it away, leaning in for a kiss. He gently licked their bottom lip and they cropped the chain, putting their hands on his chest. He pulled away slowly.
"Can I touch you, sir?" Owen's voice was strained, and Jester could tell he was desperate.
"Yes puppy, you may."He put his hands on their hips. He pulled them close, and they stayed like that for a long time.
Owen's hands were trembling against their cold skin. He hooked his finders under the straps around their legs and started pulling them off. The strap on fell to the floor and Jester stepped over it as Owen gently pulled them toward the bed. They didn't separate as they climbed on the bed, Owen laying against the headboard, Jester on all fours on top of him.
Owen moved his hands over their body, his fingertips grazing their skin. Despite how desperate he was, he went slowly, hoping not to overstep his bounds. He moved his hands down their chest, down their stomach, and paused at their thighs. He gently pressed his thumbs into the inside of their thighs and their legs collapsed below them, making them fall onto him, a quiet moan escaping their lips. They clutched his shoulders, body trembling. They were just as desperate as he was.
"Baby?" He said, gently cupping their face. He expected them to snap back, grab his chain and force him on all fours again, but they looked up at him slowly and smiled.
"I love you, daddy." They muttered, and his heart skipped a beat. They sat up, shakily lifting themselves above him and pressing their lips to the head of his cock. He held their hips as they sat, slowly taking him. They moaned loudly and leaned forward, their head in the crook of his neck. He could feel their body warming up, sweat dripping down their thighs as they rode him slowly. "You feel so good, daddy." They moaned against his skin, their nails leaving trails of red on the backs of his arms. They lifted their hips so their lips barely touched his head, and their juices dripped down his cock.
"Your'e so wet, baby." He muttered. They sat back down and kept riding him, faster this time. They were getting desperate. Owen put one hand on their ass and dragged lazy circles around their clit with the other. They moaned, their back arching.
"Fffuck, daddy, I'm close." They moaned. "Fuck, daddy, I'm gonna-"Owen rubbed their clit faster, and their mouth opened wide in a silent scream. Their body shook and they fell forward, grabbing Owen's hair. Their pussy clenched around him, and his body shook. He was so fucking close, so painfully close. He pulled out and ripped off the cock ring, shoving his cock into their still sensitive pussy. They cried out as he fucked them, desperately trying to cum. He clenched his eyes, moaning.
"Fuck, baby, I'm gonna cum. I'm so fucking-"
"Inside me, daddy." Jester whimpered. "Please."
He came, filling them with cum. His legs trembled and his breath slowed. He pulled out, and his cum poured out of them, pooling on the mattress.
Jester got up, got a washcloth and cleaned Owen up. "You ok, puppy?" Owen sat up and nodded, holding his arms out. Jester climbed onto the bed next to him and layed down, wrapping their arms around him.
"I love you, baby."
