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Chapter 20
by
Raljo
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Judy sobers up
Billy didn’t go in to school the next day. Even if he hadn’t overslept thanks to a certain milf, he was nursing quite the bad headache as he lay in his room, knocked out again. On his back on the floor of his bedroom without so much as a blanket, and he still slept through the whole night.
Aunt Judy slept in too. Eventually, she woke up in Heather’s bed, still in just her bra and panties with Billy’s championship belt on her waist. She stared down at it, thoughtfully, and ran her fingers across it. She’d seen Billy get this belt wrapped around his waist before. It was after he won a big boxing match. But why was she-?
Judy suddenly sprang up to her feet off of the bed. Oh no! Had she really done it again?
Without a moment’s pause, she raced up the stairs and pushed through into Billy’s room without knocking, finding the former champ laying on his bedroom floor and dead to the world. She’d really done it. She’d defeated him yet again.
“G-Goodness Billy, I knocked you out AGAIN? Oh, honey…”
Without thinking to take off the belt, the underwear-clad milf goddess hurried to his side, a sympathetic look on her face as she put a pillow under his head. She gently shook him awake with a hand on his shoulder. Eventually, he began to stir, and slowly came to.
“Uhhhh…”
“B-Billy! I’m so sorry honey, are you alright?” Aunt Judy apologised quickly, embarrassed as can be. Billy’s eyes were still rolling around in his head as the words came out.
“A-Aunt Judy?” Billy’s eyes came to a stop, trained on her barely-contained jugs, and the glinting golden belt beneath them, as his brain slowly started to function again. Those bulky boobs were starting to signal doom to the boxing champion. Mature-bodied milfs may just have been his kryptonite. His one weakness as a boxer. Putting him to sleep then waking him back up again.
“Hey, sweetie.” Judy pouted, apologetic, as her nephew started to blink himself awake. “How are you feeling? I think I had too much to drink again, and ended up outboxing you again. I’m so sorry dear, I really have to be more responsible with my strength over you…”
She reached forward and ruffled his hair.
“You… You… Uhhhnnn…” Billy shook his head, confused.
“Oh, right! You want the details again, don’t you? Of how I defeated you?” Aunt Judy perked up, remembering his request after the first clean knockout, and spotting a way she could make him feel better about this third one. He loved hearing about this!
“Auntie, y-you don’t have to…” Billy groaned. This was so humiliating, to get knocked out by this untrained boxer milf again, and now have her doting over and pampering him. Thank god his club wasn’t here to see this. He had fallen so far, to get slept and pitied by his unathletic aunt. It was an embarrassment.
“No, it’s fine! I really don’t mind.” Judy smiled, warmly. Anything to make poor Billy feel better. “Now, let’s see… I was pretty drunk, but if I think hard enough I can probably remember…”
Billy let his head fall back onto the floor-pillow in resignation, with a groan. He didn’t have the energy to stop her. She had taken care of that.
“I know I took your belt, because I woke up wearing it around my waist…” Judy looked down past her tits at the trophy. Then, she clapped her hands. “Oh, now I remember!”
Billy lifted his head slightly, ready to hear her account of finishing him again. Fuck it, if he was going to get defeated and humiliated, he may as well get some good fap material out of it. Seeing this, Aunt Judy moved higher up his body, to place his head in her soft, broad lap to better support his neck. Billy gulped, staring up at her smiling face past that bare flat midsection and those bra-covered boobs that were now right above his face. She was treating him like a baby.
“We were boxing, again. I don’t think you actually managed to throw a single punch this time. I might be misremembering, but even if you did, the match was still over far faster than the other times. I guess I just didn’t give you a chance this time.” Aunt Judy recounted. “You dodged a few of my punches at the start, but then you just stood there and took it as I punched you around and did whatever I wanted. I must have backed you into a corner. You were totally defenceless to my attack. After a while you finally rushed me, to try fight back, and… BAM! Put to sleep! I’m sorry, honey…”
Aunt Judy looked so apologetic, Billy almost wanted to tell her it was alright.
“It was a left hook to the chin. That’s always been your sleepy spot. I saw a YouTube video about that punch a few days ago, and I’d been practicing it into the mirror before bed. I guess all that training let me get a fist right through to your “off” button.”
Fuck… She really had no idea. No respect for the sport of boxing. No concept of the work boxers like Billy put in to it. And she still finished him. With a chinshot she learned off of fucking YouTube. She put her champion nephew’s goddamned lights out.
“I think I called you a jobber, too, after I knocked you out and took your belt.” Judy admitted. “That was mean of me… Though you might have already been **** by that point, so maybe you didn’t hear me.”
Fuck…
“But you know what? You don’t have to go to school today, yayyy!” Aunt Judy cheered and threw her arms up, making her big boobs jiggle as she tried to cheer Billy up. “You can stay in bed as long as you want, I’ll look after you alllll day. How does that sound? Sounds like a win, right?”
Billy just nodded, mouth dry, staring up at her beaming face with a rock hard cock in his pants. Fuck… She got him. This stupid bimbo milf had got him again. She’d punched his goddamn head in.
“Can I… Can I have my belt back?” he asked, the words coming out a bit more pathetically than he meant to.
Judy smiled that warm smile again.
“Of course, Billy,” she said.
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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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