Chapter 37
by
Raljo
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Karen watches him very closely
Karen hovered around him the whole time, not even bothering to close up her dressing gown again. The nearly-nude fox just stood back and smiled, making Billy work despite his obvious, deep brain fog.
Hands on her hips, leaning on a doorframe, arms crossed under her breasts, she followed Billy everywhere in a variety of poses as he completed today’s tasks in that zombie-like trance. Smugly watching him struggle, and loving every second of it.
She had done this to him. Her body had turned his strong, honed, athletic form useless.
Billy was groggily cleaning the inside a window with slow, circular wipes of a cloth when Karen spoke up, hoping to extract even more humiliation out of him.
“How does your brain feel? Nice and clear?” Karen cooed, amused by his shoddy performance.
By this point, Billy’s haze had mostly dissipated. He was still a bit drowsy, but not completely fucked. Still, he understood the importance of keeping Karen happy, and that meant playing his role as a mindless, tamed brute.
“M-My brain… Is trashed… I can’t even… Can’t think… I don’t know how to…” Billy droned, wiping down the same part of the window again and again like his brain was a faulty, malfunctioning computer.
“Oh dear…~” Karen purred. “‘Trashed’, you say? And who ‘trashed’ your brain, Billy?”
Billy let out a low, submissive moan. That one wasn’t acting. It was just his natural reaction to the probing, humiliating question. Karen was enjoying this far too much. But so was he.
“Y-You did…” Billy gasped. “Your pussy trashed my brain… It put me out. I can’t… I can’t handle you… You’re too much woman for me. I can’t…”
Billy dropped the cloth he was using to clean the window. Again, not a part of his act. Holy shit, wait… Was his brain actually trashed after Karen’s tight squeeze?
A cruel laugh filled the air, as Billy slowly bent down to pick up the cloth again, trying not to panic that he could be deteriorating for real. As he moved to clean the next window, Karen snuck a hand down low on her body, and began lightly fingering herself as she watched him work. Going knuckle deep in that hungry pussy.
“Yes…” she cooed, loving this. “Just too much woman for a peasant like you…”
Billy could hear the wet schlicking sounds of Karen fingering herself. He snuck a glance over his shoulder to confirm it, then quickly turned back to his work. Holy shit, she was just blatantly pleasuring herself to his downfall… The undefeated Billy of several months ago could never have imagined he’d be reduced to this. Humiliated eye candy for a power-hungry bitch. His dick grew within those cumstained pants of his.
“Tell me more~” Karen cooed. “Tell me about what I did to your brain…”
Billy gulped, getting pretty fucking turned on himself now. Enough that his heart throbbed, and his woozy mind raced, **** to find the hottest way he could play along with Karen’s sick game.
“Uhhh…” he began, sounding lost. “You… You broke it. I used to be so fast, so sharp… I could dodge punches like lightning. I was witty… M-My mom always loved how witty I was… How fast I could think…”
“Ohhh…” Karen moaned, satisfied. “She must be SO disappointed…”
Billy shuddered. Holy fuck, this was hot. What was Karen doing to him? He hated this cruel, manipulative bitch, but he could only play along with her. With the sick narrative that he was a hopeless, lost cause.
“Y-Yeah… She is,” Billy licked his dry lips. “My mom’s really… Really disappointed in me. I’m just so slow now. I barely remember how to talk sometimes. I just drift off, daydreaming about… What you did to me…”
Billy shuddered. He could hear Karen fingerfucking her nearly-nude body faster, deeper, just behind him, quiet hums of pleasure escaping her lips.
“How… How could you…?” Billy whined, sounding pathetic. “How could you do this to me…?”
Using one hand to wipe down the window, Billy’s other hand went lower, squeezing and rubbing his bulge right through his pants. It was reacting strongly, needily awaiting Karen’s reply… Awaiting more delicious humiliation.
“Oh, Billy…” Karen sighed. “It was so, so easy…”
“Ouuhhhh…” Billy moaned, hunching forwards and rubbing his dick faster.
There was nothing subtle about what he was doing anymore, and if Karen hadn’t seen it initially, she certainly saw it now. Not that she objected to it, or called him out. If anything, she picked up her own pace in kind, elated at the idea that this stupid boy might cum in his pants AGAIN.
“But I’m… I’m so good…” Billy gasped. “I’m such a good boxer… It can’t have been easy…”
Karen laughed loudly, and Billy almost came. Fuck. She didn’t respect him at all.
“Ohh, fuck!” she exclaimed. “Is THAT what you think? In all that fog, you actually think you’re good at boxing?”
Another laugh filled the large room. Billy wasn’t even bothering to wipe down the window anymore, just holding the cloth in place and breathing in shudders. Any semblance that he was still working had long been abandoned.
“Sweetie, knocking you out was the easiest thing I’ve ever done!” Karen gloated. “Hell, if I was your mom, I’d be disappointed too! You’ve ALWAYS been trash!”
“Nooooouu…” Billy whined, humping his bulge into his hand. Shaking, he dropped the cloth again, and brought his other hand low to also play with that needy bulge. “I was a… I was a prodigy, before you… Before you stopped me. I was going to change the sport… You ruined me, you trashed my brain, b-but I was… I was good… I used to be good…”
His breathing was coming hot and fast, severely turned on by the brain-burrowing destruction of his ego. Karen sneered.
“I beat you down,” she hissed, fingerfucking herself real good. “I broke through your trash guard, and rattled that weak brain until it was jelly. Until there was no coming back. You understand? You’re NEVER coming back. I BROKE you!”
Billy gasped. Finally, he turned to actually face the milf who was insulting his whole existence. She was openly and roughly fingerfucking her cunt now, and she didn’t slow down or seem to care that Billy could see it. She was just that superior, that in control… And besides, Billy was playing with his huge bulge just as obviously, over the front of his pants.
“No… No, your pussy…” Billy’s voice wavered, his eyes going down low on Karen’s body. Watching her slick fingers roughly go in, and out, and in again. “You can’t do this to me…”
He shook his head, as if to clear it. His hands worked together to rub and rub that overloaded bulge through his pants.
“Oh god… How… How could you?” he asked. “How could you ride my face, a-and… Just leave me there? I was so humiliated when I woke up, and you were just gone… I was…”
“You were broken,” Karen growled, not slowing down her rough hands. “I left you there because I don’t fucking care about you, Billy. You’re not special. You’re trash. And not just your brain… Even your fucking cock is trash.”
Another embarrassing, involuntary moan escaped Billy’s lips. “N-Nooouuuhh… D-Don’t say that…” he moaned, rolling his cock around with his two palms, as if passing it back and forth between them. Rubbing the soft fabric of his sweatpants right against his most sensitive spots.
“Your cock. Is trash,” Karen spat. “You’re a fucking one-pump chump. A loser with a bruised brain, and a trashed cock.”
“I-“
“Hey Billy,” Karen interrupted him, and shut him up. “Cum in your fucking pants.”
Billy’s jaw dropped, as all of a sudden, his dick erupted between his hands. He began hopelessly thrusting his hips, doubled over and holding both hands to his rapidly ejaculating cock.
“OHH! OH! OH! OHHH!” Billy yelled, falling to his knees. Watching him shake, gasp, and hold that exploding dick pushed Karen over the edge as well.
“MMMMNNN!!” she moaned, satisfied, closing her eyes and basking in Billy’s downfall as she came all over her fingers. “I KNEW your cock was trash, you fucking brat!”
“NOOOO!!” Billy yelped, bucking his hips until his orgasm finally died down. “No…” he gasped, drained of all his strength by the mighty orgasm. His whole body was shaking.
Karen let out a dark, deep chuckle as her own twitching aftershocks came to a close.
“Ohhh, yesss…”
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Loaded Gloves
She has the advantage
Overconfident men getting their bells rung
Updated on Jun 12, 2026
by Raljo
Created on Jan 25, 2022
by Raljo
With every decision at the end of a chapter your game state can change. Here are your current variables.
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