Billy is Beaten from Pillar to Post

Everything was ready. His sweet, unaware mother had been set up with loaded gloves, primed to knock little Billy the fuck out. He’d always thought his mother was hot, and he could barely contain his excitement for the upcoming KO.

He started in a normal boxing stance, which his mother mirrored. Both of them knew that Billy wouldn’t be giving this sparring session his all - his mother was only on about two hours of training. All the same, getting to test her techniques and defensive boxing against him was a good way to cap off the session, and Heather was glowing with happiness that her Billy had asked if she’d be interested to learn some of his sport.

He imagined the scene. Letting his guard down after exchanging some light punches. Waiting patiently for her knockout punch. Waking up on the ground at her feet, defeated by his own mom in her first ever boxing match. A champion taken down by a novice. It would be a glorious moment that would provide him with endless wank material for the foreseeable future.

And so the plan was put in motion. The two danced around the cleared-out living room, exchanging occasional blows. His mother seemed a bit tentative, but she was still clearly having a good time. After a few minutes of light back-and-forth, Billy smiled. He couldn’t wait any longer. Breathing in deep and closing his eyes, he lowered his guard just slightly, just enough for her next punch to break through, and waited.

Spotting an opening, his eager mother sent through a heavy right hook, expecting it to be blocked or dodged like all of the others. But it wasn't, by design. This was it, the big knockout punch. His one way ticket to dreamland, courtesy of the milf in front of him. Unfortunately none of that happened.

The punch was strong, almost as strong as one he would expect sparring with the best students at his boxing club. But it was not enough to knock him out. It was enough, however, to make him stagger backwards slightly and increase Heather's confidence in herself.

"Bet you didn't see that one coming!"

"You just got lucky." Billy knew it wasn't luck. It was a combination of the loaded gloves and his own efforts to sabotage himself. But the gloves and lack of defense could not make up for a beginner's technique and lack of experience on the best way to punch. He would keep trying for that coveted knockout, and that's how it went for the next few minutes.

Letting his guard down after exchanging some light punches. Waiting patiently for her knockout punch. Receiving a strong punch that rocked him but didn't knock him out. Over and over and over again. time after time. At some points he tried fighting harder in the hopes that his mom would increase the intensity of her punches, and she did, but still the ko eluded him.

This chain of events had transformed Billy from the undefeated and undisputed boxing champion into a wobbly mess on the verge of collapse, and Heather from a giggly milf amateur into a strong vixen toying with her prey before going in for the kill.

"Got you again! I'm getting good at this hehe." Punch.

"Look at the supposed boxing champ getting beat up by his mommy." Punch.

"You're no match for me, sweatie." Punch.

"Maybe they should make me the new boxing club champion." Punch.

"I bet even you're little sister could beat you at boxing." Punch.

"Come on Billy this is just pathetic. Are you even trying?" Punch.

"Must be humiliating being beaten pillar to post by a girl. Your own mother no less. For shame." Punch. Punch. Punch. Punch. The punches started coming faster and faster. The technique and power behind them was slowly improving. "Just give up at this point, we both now I beat you." She was toying with him. They both knew that giving up did not happen in boxing matches, and the smirk on her face indicated the true nature of her request.

"There are no submissions in boxing," Billy slurred out. It almost felt like he was saying it to himself instead of his opponent, like he was trying to convince his brain to keep going instead of begging his mom for mercy. He could just throw in the towel and admit that she had beaten him, but that would ruin the entire point of this match. The knockout. The ultimate fantasy. He'd gone through all this trouble, and he would not stop when he was so close to the promised land.

Heather giggled at his stubbornness. "Guess not. Well then I better finish you off the correct way."