Cover of His poor fanny

5 chapters · 16075 words · Read 0 times

Young boy called Charlie gets spanked and wedgied by the various women in his life. Some are his age, some are older, a few are much younger, which embarrasses him. They vary in relationship with him, for example they could his sitter, stepmom, boss, teacher/professor, stepsister, gym/yoga instructor, friends, bullies, neighbours! These spankings vary in location and reason, and Charlie sometimes fights it and other times he submits. In the end he always loses. These punishments can be private or public, routine or unexpected, sexy or humiliating, deserved or unfair. Charlie may even enjoy some of them. There is typically an extra humiliating factor to distinguish each punishment as unique. Occasionally some of the women go to Charlie asking for him to spank them!

Chapter 2: Diapered Dance Humiliation

The city had grown quieter outside the windows, the late-night traffic thinning to occasional pulses of light. Inside, the only sounds were the crinkling of thick padding and Charlie's own muffled breath around the pacifier.

Yuki studied her phone screen, her thumb swiping expertly. A soft, final click echoed. "Aaand... posted." She grinned, a flash of white in the dim room. "To my private story. Fifty-seven people just got a nighttime treat."

Charlie remained on his knees where she'd left him, the cool hardwood digging into his skin. The diaper was an absurd white bulge around his hips, its embarrassing bulk a constant, crinkling reminder. He couldn'tt bring himself to speak. The pacifier felt like a cork, stoppering any coherent protest. His mind was a reel of the last ten minutes: the childish, submissive dance moves she’d choreographed, the way she’d laughed while filming his padded backside as he shook it, the command to crawl on all fours toward the camera while she narrated in a sugary, mocking voice.

"Come on, don't go catatonic on me now." Yuki’s voice cut through the static in his head. She walked over, her socked feet silent on the floor. She crouched in front of him, her hoodie pooling around her. Gently, she hooked a finger into the ring of the pacifier and pulled it from his mouth. It came free with a soft, wet pop.

His lips felt strangely naked without it. He worked his jaw.

"Thank you," he whispered, the words automatic, drilled into him from the ritual that followed every punishment.

"For what?" she prompted, her eyes gleaming in the lamplight.

"For… for my punishment. And for cleaning me up." The phrases tasted like ash. He kept his eyes on the geometric pattern of the rug beneath her knees.

"Good boy." She patted his cheek, the touch almost affectionate. "See? That wasn't so terrible. You got a fun dance video out if it. I got some killer content. Everyone wins."

He wanted to反驳 that he hadn’t won anything, that he’d been stripped, used, and digitally displayed. But a weary, defeated part of him recognized the futility. Arguing would only restart the cycle. The strange, post-humiliation exhaustion was settling in, a heavy blanket that smothered outrage.

Yuki stood up and stretched, her hoodie riding up to expose the lace trim of her panties. "I'm beat. And you've got be exhausted from all that performing." She glanced at the sleek digital clock on the wall. "It's after one. Helen said lights out by eleven. You're in soooo much trouble."

A fresh jolt of anxiety shot through him. "You're not going to tell her," he said, but it sounded like a plea.

"Tell her what? That I had to diaper her big baby boy because he couldn't behave?" Yuki laughed. "No, I'm not gonna call her at the club. That's tomorrow's problem. Tonight's problem is getting you to bed."

She extended a hand. After a moment's hesitation, he took it, letting her pull him to his feet. The diaper rustled loudly in the quiet apartment. He instinctively looked down at himself, at the stark white, babyish garment contrasting violently with his lean, adult frame. Heat flooded his cheeks all over again.

"Don't even think about taking it off," Yuki said, reading his expression. Her tone was light but brooked no argument. "That's part of the punishment. You wear it until I say otherwise. All night."

"All night?" The thought was horrifying. Sleeping in it? The crinkling, the feeling of containment, the sheer infantilization of it… "Yuki, come on. The dance is done. The video's posted. Isn't that enough?"

She shook her head, a mock-stern expression on her face. "The crime was direct defiance. The sentence is full humiliation. The humilation isn't over just because the camera stopped rolling. It's over when I decide it's over." She stepped closer, tilting her head. "This is about letting the lesson sink in. You need to stew in it. Literally."

He had no retort. The rules, her rules, were crystalline and absolute. He was, as she so often reminded him, the subject. The patient. The brat.

"Now, march," she said, pointing down the hallway toward the bedrooms. "Backwards. I want to watch that diapered butt waddle."

"Jesus, Yuki."

"Now, Charlie."

Swallowing another dose of pride, he turned clumsily and began to walk backwards down the hall. The padding between his thighs made his gait awkward, forcing him to take small, careful steps. The crinkling sounded amplified in the hallway's acoustics. He could feel her gaze on him, could hear her soft, amused exhales as she followed.

He backed into his own bedroom, a spacious, minimalist room dominated by a large platform bed. The sheets were dark grey.

"Okay, stop." Yuki walked past him and turned down the covers with a brisk, matronly efficiency. "In you go."

He stood frozen by the bed, caught between obedience and a last, fraying thread of rebellion.

She looked at him, one hand on her hip. "Do I need to call Helen? Right now? I have her on speed-dial. We can ask her if a disobedient little boy who needs diapering deserves to sleep in his big-boy bed, or if he should spend the night in a crib, or maybe just on a mat on the floor."

The threat was ludicrous, and utterly effective. The idea of Helen’s cold, disappointed voice on the line, dissecting his failure, was worse than any physical penalty. Worse, even, than the diaper.

He climbed into the bed, the sheets cool and smooth against his skin. The bulky padding made it impossible to lie on his stomach, so he rolled onto his side, facing away from her. He pulled the covers up to his waist, trying to hide the evidence.

He heard her moving around the room. A drawer opened and closed. Then the lights went out, plunging the room into near-darkness, save for the faint ambient glow from the window.

The bed dipped behind him.

He stiffened. "What are you doing?"

"What does it look like?" Yuki’s voice was close to his ear. She had slid into the bed beside him, still in her hoodie and panties. "I'm sitting you. That means I'm responsible for you. Helen would skin me alive if I let you out of my sight and you got into more trouble. So we're having a sleepover."

She settled in, her back against the headboard. She wasn't lying down, but sitting up, a silent sentinel. Her presence was a greater confinement than the diaper. He was trapped in the bed with her, with his shame.

Minutes crawled by in the dark. The city’s murmur was a distant white noise. His own breathing sounded too loud. The crinkling of the diaper was deafening with every tiny shift.

"You awake?" Yuki's voice was soft, almost curious.

"Yeah."

"Good." She was quiet for another long moment. Then she spoke again, her tone losing its performative edge, becoming more thoughtful. "You know, when Helen first offered me this gig, I thought it was weird. I was just supposed to, like, make sure you didn't burn the place down order too much porn. But she was really specific. She said you needed structure. That you respond well to clear consequences."

Charlie didn't answer. He stared at the vague outline of his dresser in the dark.

"She said you fight it, but that you secretly crave it. The certainty of it all. That it… I don't know, makes you feel safe? Or something." Yuki sighed, a rustle of fabric. "I didn't get it at first. But now I think I do."

He clenched his teeth. "You don't know anything about me."

"I know you got hard while I was putting this diaper on you," she said, her voice flat, factual. "I know you followed every single instruction during that dance, even the really degrading ones. You didn't fight. You performed. So, either you're the world's most compliant doormat, or some part of you is totally on board with this program."

Tears of frustration pricked at his eyes. She was articulating the very conflict that churned in his gut, giving voice to the unspeakable attraction that lived alongside the humiliation. It felt like being X-rayed.

"That doesn't mean I like it," he finally muttered, the lie sounding weak even to him.

"Sure it doesn't." He could hear the smile in her voice. "That’s why you’re all tense right now. Not… curious. Just scared."

Her hand came out of the darkness. It didn't strike or pinch. It simply rested on his hip, over the sheet, fingers splayed. A neutral touch. A claiming touch. He flinched, but didn't pull away.

"Go to sleep, Charlie," she murmured, her thumb making a slow, absent circle on the fabric. "The diaper stays on. And tomorrow, we see how contrite you are in the morning light."

The threat was implicit. The punishment was ongoing. It would extend into breakfast, into the awkward morning-after. He was sealed into his role until she decided otherwise.

He lay there, impossibly aware of her hand on him, of the rustling prison he wore, of the video circulating among dozens of strangers. The shame was a cold stone in his chest. But beneath it, under the layers of degradation, a treacherous warmth spread from the point where her thumb moved in that small, relentless circle.

It was the warmth of being seen, in all his messy, contradictory need. It was the warmth of absolute, unflinching control.

He hated it.

He feared it.

And in the silent, judging dark, he waited for dawn, wondering which version of himself would wake up.

And in the silent, judging dark, he waited for dawn, wondering which version of himself would wake up.

Sunlight sliced through the gaps in the blinds, painting hot stripes across the rumpled grey sheets. Charlie woke to the persistent, crinkling reminder of the night before. The diaper was damp and heavy, a grotesque failure of his own body. He lay perfectly still, hoping the mortification would dissolve with the dreams.

It didn’t.

Yuki was already up. He heard the soft clink of a mug in the kitchen. The smell of coffee seeped into the room. He waited, trapped, until her shadow filled the doorway.

“Rise and shine, sleepyhead,” she chirped. She leaned against the frame, sipping her coffee, her eyes appraising the lump under the covers. “Did we have an accident?”

He didn’t answer. He just stared at the ceiling, his jaw tight.

“Charlie.” Her voice lost its singsong edge. “I asked you a question.”

“Yes,” he gritted out, the word scraping his throat.

“Yes, what?”

“Yes, I had an accident.” The admission cost him everything. He felt five years old.

She walked in and set her mug on the nightstand. Without ceremony, she ripped the covers back. The morning light was unforgiving, highlighting the swollen, used state of the diaper. Her nose wrinkled slightly. “Well. That’s disappointing. I thought maybe you’d learned some control.” She hooked her fingers into the waistband. “Let’s get this off you. You smell like a nursery.”

The tapes ripped open with a sound like Velcro torture. The cool air hit his skin, a brief relief before the shame flooded in again. She rolled the soiled garment off him, balled it up, and tossed it toward the bathroom wastebasket with a dismissive arc.

“Shower,” she commanded. “Make it cold. You need to wake up to your new reality.”

He moved like an automaton, stumbling to the ensuite. The cold water was a shock, a brutal baptism. He scrubbed his skin raw, trying to erase the scent of powder and humiliation. When he came out, towel around his waist, she was sitting on his bed, holding a fresh pair of his own boxer-briefs.

“Here,” she said, tossing them to him. “You’ve graduated back to big-boy underwear. For now.”

He caught them and dressed quickly, the familiar cotton feeling strangely foreign. He could feel her watching him, analyzing his every twitch. The simmering anger from the night before, banked by exhaustion, was reigniting into a clear, hot flame.

“You’re pissed,” she observed, her head tilting.

“No shit,” he snapped, finally meeting her eyes. “The video, the diaper, the whole fucking sleepover patrol. You broke me down and posted it online.”

“I enforced an agreement,” she corrected, but her gaze was calculating. She saw the real anger now, not just sullen submission. It was a new variable. “You defied me. You got punished. That’s the system Helen wants for you.”

“I don’t care what Helen wants!” he shouted, the words bursting out of him. He took a step toward the bed. “You liked it. You got off on it. Don’t pretend this is some therapeutic program.”

A slow smile spread across Yuki’s face. Not a mocking one, but something darker, more intrigued. She stood up, closing the small distance between them. She had to look up at him. “Okay. You’re right. I did like it. It was fun.” She shrugged, the oversized hoodie slipping off one shoulder. “And you’re obviously furious. This resentment is gonna fuck up the whole dynamic.”

“Good,” he spat.

“Or,” she said, her voice dropping to a conspiratorial whisper. “We could settle it. Right here. Clean the slate.”

He eyed her suspiciously. “How?”

“A deal. You’re mad because I had all the power. So, I’ll give you a shot. Right now, you can punish me. Do whatever you want to me. Get it all out.” Her eyes glittered. “And if you do, if you really let go… then from this moment on, you obey me without complaint. No more arguing, no more snide remarks. You submit, fully and willingly, because you got your chance to even the score.”

Charlie’s breath caught. The offer was a trap, he knew it. But the image it provoked—of his hands on her, of turning the tables—was intoxicating. The fury in his veins demanded an outlet. “Whatever I want?”

“Whatever you want,” she confirmed, her chin lifted in challenge. “No limits. Then we’re square, and you’re my good boy for real.”

The eagerness that surged in him was alarming. He didn’t hesitate. “Deal.”

He moved fast. His hands shot out, gripping the hem of her oversized hoodie. He wrenched it up and over her head in one rough motion, tossing it aside. She stood there in just her frilly white panties, her breath hitching, but her smirk remained defiant.

“Okay, Charlie,” she taunted. “Show me what you’ve got.”

He didn’t use his hands. He pushed her back a step, then dropped to his knees in front of her. He hooked his thumbs into the lace waistband of her panties. He didn’t pull them down. He leaned forward, sealed his teeth over the delicate fabric at her hip, and ripped.

The lace gave way with a tearing sound that was profoundly satisfying. He tore the other side with his teeth, letting the ruined garment fall to the floor. He spat out a stray thread.

Then he looked up at her. Her smirk had frozen, her eyes wide and dark. He leaned in close to her exposed body, his face inches from her skin. He took a shallow breath, then he spat directly onto her asshole.

The wetness landed with a soft, obscene sound. Yuki gasped, a sharp intake of air that melted into a low, shuddering moan. “Fuck,” she whispered. “Yes.”

Emboldened, electrified, he parted her cheeks with his hands. He didn't kiss or tease. He gave her a swirly, his tongue licking a broad, messy stripe right through the spit and over her tight hole. The taste was salty, musky, profoundly intimate.

“Oh my god,” she choked out, her hands flying back to tangle in his dirty-blond hair. She didn’t push him away. She pulled him closer.

He lapped at her, his previous technique replaced by a hungry, relentless focus. Her moans filled the room, a continuous stream of gasped encouragement. He reached around, his hands finding her small, firm breasts. He cupped them, squeezed, then spanked each one sharply with his open palms.

The smacks were crisp, leaving faint pink blooms on her skin. Yuki cried out, her back arching. “Do it again,” she demanded, her voice ragged. “Harder.”

He complied, spanking her tits again, watching them bounce, relishing her sharp, naughty moans of pleasure. This wasn't submission. This was a frantic, equal negotiation of filth. He was lost in it, in the power of her response, in the violent redirection of all his pent-up humiliation.

“Well,” a cool, familiar voice cut through the haze from the bedroom doorway. “This is a fascinating development.”

Charlie froze, his mouth still wet against Yuki’s skin. Yuki’s eyes snapped open, looking over his head.

Helen stood there, one stiletto heel crossed over the other, leaning against the doorframe. Her purse was dangling from her fingers. She looked impeccably dressed from her night out, her expression a blend of utter amusement and deep, curious interest. She took in the scene: Charlie on his knees, Yuki naked and flushed, the torn panties on the floor.

“Don’t stop on my account,” Helen purred, her smile widening. “I just came back for my other phone. But by all means, continue. I’d love to hear the terms of this new… arrangement.”

Helen didn’t move from the doorway. She just watched, one perfectly sculpted eyebrow arched, her presence sucking the air from the room. The morning light felt suddenly interrogative.

Charlie scrambled back from Yuki so fast he nearly fell, wiping his mouth with the back of his hand. His heart hammered against his ribs, a frantic, trapped animal. Yuki, to his shock, didn’t rush to cover herself. She turned slowly, a flush still high on her cheeks, and met Helen’s gaze with a look that was more assessment than shame.

“Helen,” Yuki said, her voice miraculously steady. “You’re back early.”

“The club was stifling,” Helen replied, her eyes drifting over the scene like a curator inspecting a new acquisition. She stepped fully into the room, her heels clicking a deliberate rhythm on the hardwood. She nudged the torn panties with her toe. “And it seems things were just getting interesting here. I thought I hired you to sit him, Yuki, not let him eat you out.”

“It was part of a deal,” Charlie blurted, his voice too loud. He was trembling, the afterglow of power evaporating into pure dread. “She said I could… if I obeyed after.”

“A deal.” Helen savored the word. She stopped in front of Yuki, her gaze dropping. “And are you obeyed, now? Has my stepson been sufficiently… pacified?”

Yuki’s chin lifted. “He was making a point. I was letting him.”

“You were letting him.” Helen’s laugh was a short, dry sound. She reached out and traced a fingernail down the red mark on Yuki’s breast. Yuki shivered but held her ground. “It looks like he made several points. Quite vividly.” She turned her head, finally locking eyes with Charlie. “Stand up.”

He got to his feet, his own legs unsteady.

“So. A mutiny.” Helen circled them now, a shark in a pencil skirt. “My babysitter and my brat, cutting a side deal. Renegotiating the terms of discipline without me. That feels like a collective failure.” She stopped behind Charlie. He could smell her perfume, cold and floral, cutting through the musk in the air. “A failure of her authority,” her whisper was hot in his ear, “and a catastrophic failure of your submission.”

Her hands came to rest on his shoulders. They were light, almost affectionate. He knew better.

“You wanted to punish her, Charlie? For punishing you?” Helen’s fingers dug in, just shy of painful. “That’s not how this works. The hierarchy is not a democracy. You don’t get to vote. You certainly don’t get to negotiate with the hired help.”

“I’m not help,” Yuki said, a sharp edge in her voice. “I was in charge.”

“And you clearly lost control.” Helen’s head snapped toward her. “The objective was his humiliation, his compliance. Not your… gratification. You blurred the lines. You made it about your own curiosity.” She released Charlie and walked to the bed, picking up the damp towel he’d discarded. “Now he thinks there’s room for debate. That’s a dangerous idea.”

She tossed the towel aside and sat on the edge of the mattress, crossing her legs. She looked at both of them, a queen holding court amidst the wreckage.

“The punishment failed. Therefore, it must be redeemed. And since you both seem so keen on deals,” she said, the word dripping with disdain, “here is the new one. The only one.”

She pointed a manicured finger at Yuki. “You. You wanted to see what he’s like when he’s angry? When he tries to take control? You opened that box. Now you get to see the corrective measures. You will assist me in resetting the proper dynamic. You will be an active participant.”

She turned her finger to Charlie. It felt like being struck by a beam of ice. “And you. You used your tongue to defy the structure of this house. You turned a tool of submission into a weapon of rebellion. So we will repurpose it.”

Charlie’s stomach dropped. “What does that mean?”

Helen smiled. It didn’t reach her eyes. “It means you’re going to finish what you started. But not for your pleasure. For your education.” She looked between them, her plan crystallizing. “Yuki, on the bed. On your hands and knees, facing me. Charlie, you are going to put your mouth back on her. Right where you left off. And I am going to talk you through every single second. It is not a reward. You are going to understand, viscerally, that even when you think you’re taking, you are still giving me what I want.”

Yuki’s composure finally cracked. A flicker of uncertainty crossed her face. This hadn’t been in her script. “Helen, that’s—”

“Is there a problem?” Helen’s voice was lethally soft. “You wanted authority. This is what it looks like. It looks like holding the line even when it’s uncomfortable. It looks like following through. Now, assume the position.”

The command hung in the air. Yuki hesitated for only a second longer, then moved. She climbed onto the bed, the sheets still rumpled from their sleep, and got onto her hands and knees. Her back was a taut, elegant line, her head down. The vulnerability was total, but different now. It was formalized. It was part of the lesson.

Charlie stood frozen, his earlier fury completely gone, replaced by a sick, hollow feeling.

“Charlie,” Helen prompted, her voice conversational. “We’re waiting. Your tongue. Now.”

It felt like walking to the gallows. Every step toward the bed was heavier than the last. He knelt behind Yuki again. The view was the same, but the context had been surgically removed. This was no longer a secret, frantic transaction. This was an execution of his will.

“Begin,” Helen said.

He leaned in. The scent of her was intoxicating, familiar now, but it just fueled his shame. He tentatively licked a stripe over her.

“No,” Helen snapped. “Not like a tentative kitten. You were fierce before. Be fierce now. Do it like you mean it. Like it’s a chore. Because it is.”

He closed his eyes and did as he was told, lapping at her with more force, trying to detach his mind from the act. Yuki jerked slightly, a soft gasp escaping her.

“Good,” Helen purred. “Now, focus on the hole itself. Just that one tight little point. Isolate it. Make that your entire world.”

He obeyed, his tongue circling, then pushing insistently against her. Yuki’s breaths grew shorter, shallower. Her hips pushed back against his face minutely.

“She’s enjoying it,” Helen narrated, a clinical observer. “Your degradation is her arousal. Your enforced service is her pleasure. Remember that. Every twitch, every moan, is a benchmark of your obedience to me.”

His face was burning. Saliva and sweat mingled on his chin. He felt used in a way he never had before, even in the diaper. This was psychological dismantling.

“Use your fingers,” Helen instructed. “Two of them. Inside her. Work them in while you keep your mouth on her.”

Charlie’s hands were shaking. He pressed two fingers against her entrance, feeling her give way, hot and slick. He pushed them inside. Yuki cried out, a sound that was half-surprise, half-intense relief.

“Now make her come,” Helen said, her voice dropping to a whisper. “Make her come from your mouth and your fingers while I watch. You are the instrument. I am the hand that guides you. She is the proof of concept.”

He lost track of time. Lost himself in the mechanical rhythm, in the building tension of Yuki’s body, in the suffocating weight of Helen’s gaze. He was a machine programmed for a specific, humiliating task. Yuki’s moans climbed, becoming pleading, incoherent. Her back arched, her fists clenched in the sheets.

When she finally came, it was with a sharp, guttural shout that echoed in the sunlit room. Her body convulsed around his fingers, and he kept working, kept lapping, until she collapsed forward with a shuddering sigh.

He pulled back, wiping his soaked face on his forearm, utterly spent.

“Beautiful,” Helen said, standing up. She walked to the bed and placed a hand on Yuki’s trembling back. “See how effective clear instruction can be?” She then looked down at Charlie. “Now, kiss my shoe.”

He stared, uncomprehending. The order was so bizarre, so perfectly aimed at the last shred of his dignity.

“You heard me. This stiletto. Kiss it. Thank it for the lesson it helped deliver.”

Numbly, Charlie leaned forward. The black leather was cool and smooth against his lips. He kissed the pointed toe.

“Good boy,” Helen said. She gestured for Yuki to get up. “Clean yourself up. Both of you. We’re going out for brunch.”

Charlie looked up, confused. “Brunch?”

“Yes.” Helen’s smile was serene, victorious. “Public visibility is the final anchor. You, me, and Yuki. We will sit at a nice cafe. You will be perfectly behaved. You will hold our purses if we ask. You will fetch napkins. You will remember, with every sip of orange juice, exactly what you did this morning and for whom you really did it. The lesson isn’t complete until it’s normalized.”

She turned to leave, pausing at the doorway. “Oh, and Charlie? Wear the grey cashmere sweater. The one that makes you look so sweet and innocent. The contrast will be delicious.”

The door clicked shut behind her.

Charlie remained on the floor, the taste of leather and Yuki still on his lips. Yuki slowly sat up on the bed, pulling a sheet around herself. She looked at him, her face unreadable. There was no smug triumph, no shared secret. Just a hollowed-out quiet.

The arrangement was over. There was only structure now. And breakfast.

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