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Chapter 23
by
unknown156
What's next?
Degradation
Billy woke to the bright gym lights shining directly into his face. His whole body hurt, except his cock, which was rock hard and currently getting stroked by something soft and smooth. He let out a soft moan as his eyes adjusted.
"Oh, are you awake? That's good, I was starting to worry..." came Karen's unmistakable voice. Billy lifted his head and stared blearily at her. The milf was standing over him, and as he traced her formidable figure, he looked down her long leg and realized that her bare, delicate foot was what was stroking his dick.
"unnnhhhhhh," Billy moaned again, shifting slightly in an effort to escape her touch. Her touch was tempting, but dangerous.
The pressure from Karen's foot increased as she pinned his cock to his belly underneath her sole, but her voice was soft. "Don't worry, I won't hurt you...at least not any more than I already have." Karen giggled softly. "Just....don't....move," she continued.
Billy gave up on his attempts at getting away. He was way too demoralized to try and get her off of him, and even if he wasn't, he doubted his body had any reserves left to do it. His head was still spinning slightly, his arms ached, and there was no chance his body would be able to put up any sort of fight. Even at full strength, with everything being equal, he had succumbed to Karen's assualt. What chance did he stand now?
"Do you know how amazing that felt?" Billy looked up at her in awe. "How empowering it was, knowing my milf body was still strong enough to put you out on your ass?" He couldn't muster anything but a faint moan to her taunting, which earned him a giggle from her.
"Now don't tell me you're one of those guys who's into being beaten up by hot women." His eyes immediately gave it away. She knew. "Oh wow, and here I was thinking you couldn't get any more pathetic. Either way I beat you fair and square."
That was something he couldn't argue against. Even if the bearhug and breast smother weren't technically legal maneuvers in boxing, it didn't matter. He shouldn't have even been in the position of being in a competitive matchup with a sexy older woman. She didn't have training. She didn't have experience. Most importantly of all, she didn't have the loaded gloves. This shouldn't have been close. He should have put this milf on her ass immediately to send a message. Yet the opposite happened. She put him out like a light, in front of a gym full of busty moms who would now forever think he was just some useless athlete.
Shit, the moms.
Billy frantically looked around, hoping that there was no one else in the gym. Luckily, they had all left a while back.
"I told them to leave. It was easy convincing them that their school's 'star boxer' was a pussy who couldn't even handle an untrained woman in a fight. After what they had seen they all agreed." Billy winced at the irreversible damage this would sure cause to his reputation. The gossip would surely spread to their children, and from them to their friends. Soon enough the entire school would know.
"You should've seen them," she said with a laugh. "Some of them were sure they could take you. One of them said her daughter had taken a couple boxing classes in university a few years back and even she could take you. Hell one of them said her nerdy 18 year-old niece would mop the floor with you!"
Billy could only get harder at the verbal degradation he was receiving from Karen, and her foot being planted on his dick certainly wasn't helping.
"But forget about them. Today is about me. How I was the only one brave enough to take you on. How I was the one to take you to your absolute limit. How I was the one to be the first to beat you, the first to knock you out." She started putting more pressure on her foot. The combination of pleasure and pain almost overwhelmed him. He almost felt he could pass out again from this if it went on long enough.
"It's about how you're on the ground, at my feet, because I beat you. You didn't stand a chance against my punches. And now you don't even stand a chance against my sexy bare foot."
Billy put his hands on the foot that was crushing his manhood. "The foot that you saw right before being knocked out. The foot that I used to strike my victory pose over your **** body. The foot that is dominating you right now." He moaned loudly as she finished this sentence.
"you are so pathetic," she punctuated her sentence with a laugh. "I could use this foot to crush your dick into nothing." He had panic all over his face as he realized his situation, and what Karen could do to him.
"Or," she continued, "I could maybe give you the release you so desperately deserve." He couldn't believe it, was she offering him a footjob?
"Then again, beating you into unconsciousness with my fists AND my feet in the same day does sound pretty tempting. Hmm, I don't know. Maybe you could help me make my mind up with some begging?"
Does Billy Beg?
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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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