Billy’s big mistake

Billy’s dick was rock hard. His kind, gorgeous, busty aunt was laid back on the couch, topless and peacefully asleep. Her heaving breasts and deep chasm of cleavage were open and exposed, covered only by her struggling bra as the mature woman slept drunkenly…

He grabbed and held his cockbulge through his pants with one hand, blushing as he stared down at Judy, and tried to burn the image into his brain permanently. His dick twitched in his hand, as if protesting being restricted. Then, giving in to his dick’s desires, Billy turned and rushed up the stairs to his bedroom - no longer able to hold back from jerking himself stupid to that very image he had just carved into his brain.

Fuck, she was hot. F-ffuuhcckk…

He quickly slid under his bedcovers, and slipped his hands down the front of his pants. Already, the tip was wet and twitching as he took his cock into his hands and began sliding his fingers along its length. His breath was coming hot, facedown into the pillow, as he started jerking faster.

How had she done it? How had that dumb beauty defeated him so many times? Loaded gloves or not, she had defeated him time and time again… Only to now pass out to red wine herself. He got knocked out, put to sleep, by someone who had the same done to her by a few glasses of red wine. A milf. A total boxing newbie… And she had rocked his world.

His eyes glazed over, now only seeing that mental image, burned in his memory, of her busty body, that filled-out bra, her slow and steady breaths…

“Fuck- Fuck!”

Billy was panting into the pillow, his hand moving at lightning speeds. Even the bed was shaking as he jerked wildly. The pleasure was turning him almost as stupid as Judy’s basic punches had, and thinking about anything but her killer body was becoming harder.

That kind, generous milf had so much control over him. Even while passed out drunk on the sofa, he was wrapped around her finger. It was hot, but infuriating. At least this time, he was jerking off to something other than his own shocking defeat…

But he was being a bit too loud.

The noise of his creaking bed and loud, grunting pleasure carried downstairs, to where Judy was napping on the couch. Her eyes slowly, lazily flickered open - not napping anymore. He had woken the sleeping bear. And she was not happy to be disturbed.

“…Wakin’ me up… lil brat…” she murmured, sluggishly lifting herself up off the couch.

“Fuck… Fuck!” Billy was still in his bed upstairs, jerking his dick, even as below him a grumbling Judy stumbled across the living room and pulled those dangerous gloves onto her hands… Then began marching up the stairs towards him.

He couldn’t hear her approaching footsteps over his frantic jerking. He couldn’t hear anything except his own loud thoughts as he drew closer and closer to climax, thinking about her large bra-filling tits gently shifting with her slow, sleeping breaths. The dominant goddess, resting peacefully.

That bitch… That milf… She had humiliated him. Knocked him out with a punch she learned off of fucking YouTube. But now, he got to see her sleeping. He got to see those big tits, docile, rising and falling with deep slumbering breaths. ****. That was what he should’ve seen the other times, too… He shouldn’t have been knocked out! F-Fuck!

With a loud groan, he pushed himself further down into his pillow, jerking faster as she approached his door.

At least it was over now, he thought. At least it had a happy ending. Three mythic knockouts to wank to, and the image of those slumbering tits. It was all over.

That was when a drunk, gloved-up Aunt Judy came swaying through the door to his bedroom.

“Hic! Hey, loser! Hic!”

Billy froze. Fear suddenly took him as he lifted his face from the pillow and turned, white as a sheet, and saw the buxom milf approaching him with those dangerous equailizers on her fists.

“A-Auntie…?” he moaned, still dazed from pleasure. He wasn’t sure if he was hallucinating this or not. The image of her tits had really done a number on him…

Judy stalked him down, walking towards where he lay in bed. She had taken the time to put those glove up her female fists, but she was still topless, just wearing a bra over her sweaty breasts. And suddenly Billy found that there was danger in those tits again. Panic kicked in as his swaying, drunken Auntie came into punching range, and Billy suddenly realized that this was all very real.

“It’s past your bedtime. Hic! Goodnight!” Judy told him, as she reached his bedside and cocked one fist back over her shoulder.

“No, wait, Auntie-!!”

Billy tried to protest. He hurriedly pulled his hands out from the tangle of his waistband, trying to raise them defensively over his head, but he wasn’t fast enough.

“UUUUNNNHH!!!!”

The sloppy milf punch was fired straight and true, landing right on his chin’s secret sweet spot, and it knocked his socks off. In one hit, the legendary boy was immobilized and made to bounce gently on his springy mattress. Just like that, his protestations were cut off, and he was completely fucking **** again. Limp. Mindless. Once again, Aunt Judy’s very first punch was also the finishing blow.

“Ha!” she remarked, seeing the lights go out as quickly as predicted.

Aunt Judy’s big sweaty milk jugs were bouncing around in her tight bra as the punch’s impact sent a wave back up through her arm. When she pulled her fist back again, she could tell he was out. His eyes were rolled up, and his mouth hung open. He looked fucking stupid.

Wooooww… One punch again. A smug smile formed on Judy’s face. She would never get tired of overpowering her boxing champion nephew so easily. Did the poor boy just have a glass jaw? Or was she just that good?

Aunt Judy crouched beside his bed, to get a good look at him and to give her drunkenly swaying legs a break. The closer inspection of his face only confirmed it. He was out. Felled. Slain by a single milf punch. Judy leaned in and gave him a soft kiss on the forehead, then pulled back and smiled with half-lidded eyes.

“You look asleep… How about- hic! How about one more for good measure?” she teased.

Lifting herself up on her long, swaying legs again, she cocked a fist behind her shoulder and wagged it around in a small circle.

“Here comes the aeroplane…~ Brrrrrrrr… Crash!”

She launched it forward and punched his chin again, making his whole body jump up then fall back limply in place in bed. It was another perfect landing from her dainty fist. Judy pulled her glove back with pride.

“Well… Maybe a few more…” she said with a sly smile. “Here comes the chin hammer! Poppoppoppop!”

The ditzy, drunken milf launched a series of jackhammering punches onto his sleepy jaw, pushing the out-cold champion further into his bed. Pounding his mind into dust. She couldn’t help but laugh as her tough nephew was pounded out even deeper, without even putting up a fight.

Each shot seemed to reveal a stupider and stupider face as the glove pulled away from it, which Judy noticed with glee. He sank further and further into his mattress, and further and further into unconsciousness as his laughing aunt rained down flawed, newbie punches onto him. He was defenceless to stop her. He just had to lay there, sleep, and take it.

“Pop!” Judy landed one final blow to his sleepy, **** chin, with a giggle.

One last time she pulled her glove back, satisfied. His dazed, defeated expression told the whole story. Her nephew wasn’t getting back up for a while after that. If his club could only see him now, they wouldn’t believe it… And maybe they wouldn’t speak so highly of him, either.

Judy had wanted to be the “cool” aunt. And in a way, she had succeeded. She had proven herself far “cooler” than Billy ever was. How many knockouts was this now? She had wanted to make a good connection with her nephew, and her gloves had made a perfect connection to that fragile jaw of his. Once again, she’d punched this young stud’s lights out. His auntie was just tooooo much for him~

Aunt Judy sighed with pleasure, running her gloves hands up her body and playing with her tits. She loved this feeling.

“Your Auntie’s a real badass, huh?” Judy asked, smugly.

Billy, on the other hand, looked like a total fucking pussy. The loser was actually slobbering. His eyes were glazed and half-rolled-up in his **** head. He was so finished. Big, strong, tough champion Billy was fast asleep, with the stupidest fucking expression on his face. Passed out, deep, deep under. It made Judy feel so confident. Her nephew, defeated so hard he was having a dream.

That was when Billy’s overstimulated cock beat, twitching its little tent, standing up high. The motion of the bedsheets caught Judy’s eye, and drew her attention downwards. Using her glove, she lifted his sheet and pulled the blanket off of his **** body, curiously.

“Oh!” she said with a laugh as his thick, fat, dripping rock-hard cock was revealed, throbbing obscenely as it was exposed to the open air. “Oh dear. Is that for me?”

She reached out and batted it to the side with a glove, earning another pump from the blanket-tenting hard-on. Goodness, he was close, wasn’t he~? Judy smiled and clicked her tongue.

“Keep your sad little dickie to yourself, Billy…” she said, suppressing a laugh as she placed the blanket back over him, covering his broken body and tenting his cock once more.

Despite her cool act, she couldn’t deny the way her pussy tightened as she covered up that raging cock. It sure did look appealing, she had to admit… Maybe she could try it out later. Would it be as impressive as it looked~?

Judy sighed, drunkenly pushing the thought to the side as she reached out and began stroking her athletic nephew’s soft hair with a glove. There was a smug look on her face as she enjoyed the spoils of her victory. How embarrassing, for him to be so much weaker than his own auntie… Not to mention to get that excited for an older woman like herself.

I suppose I’ve still got it, she mused.

This knockout was sealed in history. Another undeniable defeat that Billy suffered to a milf, now another fact of the universe.

Soon, the drunken Judy would be stumbling back down the stairs and falling asleep in her sister’s bedroom, under the shroud of that red wine. But there would be several more knockouts over the next few days, with Billy never quite able to take on his busty aunt… And they would only get more humiliating from here.

For now, the cock-throbbing champion just slept, sprawled out and limp in his bed. It was all he could do. He had lost again.