Enema Punishment Novels & Stories

He keeps going, and it seems like hours has passed. "Don't you come, baby girl. This is a punishment. I don't care how wet you are. You are not allowed to orgasm." The whip hits, and I scream, saying four. I keep the penny against the wall. There is about twenty on the floor by the time we reach six, and I still have the penny in place. I suck at this punishment, I enjoyed it, but I sucked at it simultaneously. I feel his hand palming my ass, and my legs shake.

He pushed a thick silicone plug into Theo’s leaking hole, trapping his cum inside. “Up. Shower. Then we work.” The morning turned into an exercise in exquisite torture. Elias sat in a large leather chair in his private study, reading while Theo worked naked at the massive oak desk, plugged and leaking, cock half-hard against his thigh. Every time Theo made a weak argument or vague phrasing, Elias would stand up, pull the plug out, and fuck him roughly over the desk as punishment — hard, fast, and degrading — before plugging him again and making him continue writing.

“It’s too big! Ahhh… fuck!” “You can take it,” Jess cooed, sucking on my nipples hard. “Good girl… all the way in.” Once the nozzle was buried deep, warm glycerine solution began flooding my bowels. My belly swelled visibly as liter after liter poured inside. I whimpered and squirmed. “Take every drop,” Freya ordered, spanking my ass sharply. “This is what happens to naughty wives who don’t take care of their bodies. Doctor has to punish this dirty ass.”

A single chair sat in the center, tall-backed and austere, as though designed for judgment. “Sit,” he said, his voice steady, leaving no room for hesitation. I did. My legs pressed together, hands fidgeting in my lap. He circled me slowly, like a predator measuring its prey. “The Punishment Room is not about pain, Evelyn. It’s about truth. Shame is the chain we drag behind us in the outside world. Here, we turn it into something else. Something beautiful. Do you understand?” I nodded faintly, though I wasn’t sure I did.

He asked. Punish, what a soft word for the thing that happened to me. I nod though. A punishment is a punishment no matter the severity. “You could say that. The punishment for consorts is a little weird. We are always taught to always, and I mean always, reflect on our actions. We have a reflection room. A small room not more than 5 feet wide. Fit for just one person. It was full of mirrors, different lengths, different sizes. We had to think in there for days and reflect. You would think it was nothing out of the ordinary, but it gets to you. Especially since there was no light there, only a small window. We don’t get to eat while we’re in there. Hunger, isolation, and mirrors aren’t the b

“We'll need to make sure our customers understand there's a reason you're crying. Six strokes of the paddle will do it. Or." She gestures to the other woman again who raises the other hand. This one is gloved and holding a long, bulbous item. It takes me a minute to register. “We can let them know we're stretching a tighter than usual anal passage for their pleasure." The girl tenses her buttocks and I realize no one is making a sound now. Not a single one of them. Not even me. “You have until I finish my sentence to choose your punishment or you'll get both." “Please.”

Becky was staring at The Enforcer with the proper amount of trepidation. "I want you to put yourself over my lap. The Enforcer is one of the instruments Master uses to punish us. I'm going to strike you with it once and once only, so you know what it feels like. Then, I want you to imagine it hitting you twenty-five or more times in a row. That's what could happen to you if you're disobedient. One of our friends is spanked fifty times every morning. Sometimes with only a hand, other times with something worse. Every morning. You will be hit once and you can make assumptions from there as to how bad fifty is. Get ready, over my knees, NOW."

“Lube up our girl's ass and join the other two. You all three will come together or not at all. If you do, you will be punished the next time.” “Yes, sir!” We bark in unison like obedient soldiers. “Blue balls are bitch,” Ransom grumbles through clenched teeth. He has to be painfully hard by now because periodically Jase would reach beside him to stroke him briefly before going back to stroking himself. I don’t think I want one of Jase’s punishments if being edged is the punishment. Though I’m sure he’ll get creative with tailored punishment as well. He has always been good at non-sex punishments. I can’t imagine how much worse it is when sex is involved.

“Blood evidence here. Take a sample for comparison.” The officer turned to look at Mom. “Your son has an injury to the back of his head. How do you explain it?” Mom’s fingers twisted together. “The day before yesterday, he wouldn’t listen and I gave him a push. He bumped into the cabinet. He didn’t cry or say it hurt at the time. I thought he was fine.” Dad struggled against the restraints on the coffee table. “He has congenital analgesia! He can’t feel pain! Didn’t you know that?”

The toy shut off suddenly going silent below her, she heaved a sigh of relief but her pussy was aching. She exhaled slowly, she almost creampied. As the main course was being cleared, Damien flicked the toy back on this time in longer and deeper waves She whimpered, the sound coming out so tiny barely there. But he caught it. Oh, he caught it..He didn’t say anything yet but the look he gave her said punishment. Her heart dropped as her thighs trembled as the thought of the punishment. Damien hand remained under the table, his gaze looked calculated, he smirked looking at Lina. “Tell me,” Damien said suddenly, turning to the woman beside Lena. “What do you think of public discipline? Should i