Masturbation, getting caught, punishment, double penetration, squirting, messy sex, overstimulation
Owen was spending the evening at a friend's house and Jester was bored out of their god damn mind.
It was pretty late, the sun had just set, and Jester wasn't sure what to do with their evening. They turned up their music and climbed off the chair, wandering into the bathroom to turn on the shower. The room quickly filled with steam as they pulled off their clothes. They stood under the water for a while, just enjoying the heat. It helped soothe the ache in their back from the night before, when Owen had tugged their arms back as he fucked them from behind. They shook their head, trying not to think about it. About how good it felt when he-
"Nope. Not this, not right now." They muttered to themselves, grabbing the shampoo and putting too much in their hair. They watched the soap spiral down the drain as they washed it out, trying not to let their mind wander back to Owen.
But they couldn't help themselves, the way he would touch them, the way he felt inside of them. They could feel heat coiling in their stomach as they slid their hand between their legs and slowly fingered themselves, pressing against their clit. A quiet moan escaped their lips as they sped up, their legs beginning to shake. They slid two fingers into their pussy and curled them, over and over. They had to brace themselves against the wall, the tile cold against their warm skin.
Their phone buzzed and they yelped and shot to their feet, their heart racing. They clambered out of the shower and checked their phone. One new text from Owen: Hey, did I leave the bag of board games at home?
Of course he did. Jester dried off and went downstairs, snapping a picture of the large tote bag sitting on the dining room table.
-Yup. You want me to come drop it off or smthn?
-Dammit. No, that's ok.
After a minute with no response, Jester wandered back upstairs to the bedroom. They sat on the edge of the bed and were about to start getting ready to go to bed when they looked at the bottom drawer of their dresser, and their stomach churned.
Owen wasn't there, so he couldn't stop them. He didn't need to know if they did anything.
They tossed their towel aside and dug through the drawer, fishing out a dildo. It was thicker than Owen, too thick for them to wrap their hand around, and too long for them to take more than half. Their heart pounded against their chest as they lay back on the bed and pressed the tip to their slit. The rubber was cool against their skin as they slid it inside. Unable to muffle the noises, the room quickly filled with whimpers and wet sloshing as they slowly fucked themselves.
They were still sore from the night before, making them so much more sensitive. Every single thrust felt more intense than the last as their pussy stretched around the toy. They pulled the toy out slowly, whimpering as their wet dripped onto the mattress. Shifting their weight, they knelt on the bed and lowered their body onto it. They moaned, watching their stomach bulge every time they dropped their weight. They arched their back and moaned loudly as they put their full weight onto the toy.
"Fffuck." Jester muttered as they ground their hips, hands on the bed behind them. They could feel heat coiling in their stomach and they sped up, desperate to cum.
Jester heard the front door slam, and they pulled the toy out and scrambled to put clothes on, kicking the toy under their pillow. They pulled on a shirt and jumped down the stairs.
"Hi baby." Owen said from the dining room. "Just stopping by, how are you?" He turned and saw Jester leaning against the doorway, smiling.
"I'm ok." They said, still trying to catch their breath. Owen frowned.
"Baby?" He put the bag back down and put his hands on their shoulders. "Are you ok? Your face is really flushed." Jester nodded, smiling. "You weren't doing anything without permission, were you?"
"N-no, of course not!" They said, heart pounding against their ribs. Owen crossed his arms.
"Kitten? You better not be lying to me." Jester looked down and fidgeted with their hands.
"I was." Owen sighed. "I'm sorry, I couldn't help myself." He grabbed their wrist and dragged them upstairs, not saying a word. He pushed them onto the bed and started tugging off his clothes.
"Strip." Jester hurriedly obeyed, tossing their clothes to the floor.
Owen climbed onto the bed and grabbed their hands, pressing them to the mattress above their head. He could wrap one of his hands around both their wrists, and he used the other to spread their legs. Without warning, he pressed the tip of his dick against their slit and pushed. They moaned, arching their back as he filled them. "Is this what you wanted, kitten?" Owen said, thrusting his hips against them as hard as he could. "Did you want this so bad you lost control?" Jester nodded, their mouth open wide, drool dripping down their cheek.
Their wet dripped out as he fucked their sensitive pussy raw, coating his stomach and the insides of their thighs.
Owen pushed their hands farther back, pushing the pillows back and letting the dildo they tried to hide fall into view. Owen stopped and pulled out, their wet dripping off his dick.
"What is this?" He said, grabbing the toy and holding it up. Jester's heart stopped.
"I-it's what I was using, I'm sorry." Owen sighed and got up, moving to sit on the couch, putting the toy on the cushion next to him..
"Come here." Jester shakily stood and walked over to him, hands behind their back. "Turn around." Jester did, and Owen grabbed their hips roughly, pulling them onto his lap. He used their wet as lube as he pushed his cock against their twitching asshole. They whined and tried to stand up, but he sunk his nails into their skin and forced them down. They screamed and arched their back as they stretched around him. He thrust his hips, bouncing them on his dick. Their thighs trembled as they tried to ground themselves, but their feet barely reached the floor and their head was swimming. Their tits bounced as he fucked them, and their body started to tremble.
"D-ddaddyyy!" They whimpered, looking over their shoulder. "I-I'm gonna cummmmm!" Owen sped up, stretching them out. Their body shook as they came, screaming as their pussy squirted all over Owen's legs and the floor. They fell limply back onto him, whimpering quietly as he continued to fuck them.
"Think you can take more than one, kitten?" Owen said, stroking their hair out of their face. They moaned and shook their head. "I'm sure you can, baby." Owen slowed his thrusts and grabbed the dildo, pressing the tip against their swollen lips. They shook their head harder, gripping his thighs. He pushed, burying the toy into them as far as it would go.
"FfffuuuUUCKKKK!" Their stomach bulged and he could feel the toy stretch them out, filling them up. He stayed still like that for a minute, letting them catch their breath. Their grip on his thighs loosened, and they nodded gently.
Their body was trembling and their breathing was shaky as he started fucking them again, gently bouncing his hips. He pulled the toy in and out in time with his thrusts, and he could feel their muscles tightening around him. Jester's body shone with sweat, their face flushed red and their thighs trembling and spread wide as he fucked them.
"How does it feel, kitten?" Owen grunted. "Tell me."
"It-It feels good, daddy. R-really gooood!"
"Better than me?" Jester whimpered and shook their head.
"No, daddy."
"Do you like your pussy getting stretched out by a toy more than me?"
"No daddy!"
"Then why were you using it, kitten?"
"I-fuck! I was desperaateee! I'm a whore, I needed to be filled, I couldn't help myself!" Owen smiled and shoved the toy into them as hard and fast as he could, sloshing sounds filling the room.
He put a gentle hand on their bulging stomach, and he could feel the toy moving inside them. He sped up his thrusts, desperate to finish inside of them. They were painfully tight around him, their pulsing muscles begging for him to fill them. With his free hand, he reached between their legs and rubbed gentle circles around their swollen, throbbing clit.
"F-fuck! Daddy, I-Aaah! I'm Cloose!" Jester whined, throwing their head back and letting their tongue loll out.
"C'mon, kitten." Owen grunted, speeding up his thrusts. "C'mon, cum for me. Cum all over yourself, make a mess." Their eyes rolled back as they neared the edge, every swipe of his fingers over their clit sending sparks through their body. "Fuck kitten, c'mon. Cum for me."
Jester's body froze for a split second, mouth wide in a silent scream, before their body shook and trembled, their eyes rolling back as they came. Their throbbing pussy pushed the toy out and it fell to the floor, wet dripping out of them. Their asshole clenched rhythmically around Owen as he continued fucking them, and he moaned, filling their asshole with cum. His vision blurred and he gripped their thighs, moaning as he came, their asshole milking him as his thrusts slowed.
Jester lay back against his chest, tears staining their cheeks. Owen gently pulled out and he could feel his cum drip out of them onto his lap. He lifted them up and put them on the couch next to him, and stood. He cleaned himself up and put his clothes back on, ignoring them as they caught their breath.
He walked to the door and turned, looking at Jester, still laying on the couch, body trembling.
"When I get back, you better still be there, cause I'm not done with you yet." Owen walked back downstairs and left, leaving Jester on the couch, waiting.
