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Chapter 17
by
Crushedone
What's next?
Matt teaches a lesson
"Be careful, Matt! My mom is stronger than she looks," Billy said nervously as he watched his best friend and rival try to recover from that first punch.
"Now you tell me..." Matthew shook himself off. Heather was standing across from him, her boxing gloves up in a defensive stance, but the chesty MILF looked calm and relaxed, almost like he wasn't a threat. Matthew bounced from foot to foot a few more times, psyching himself up and making sure he had cleared out the cobwebs before raising his own fists again. "Alright, Heather. Sorry for underestimating you before. Trust me, you've got my full attention now..."
"You can do it, Mom! Show her what you can do, Mattie!" Anna cheered from the side, unsure who to cheer for. Her mother, or her crush.
Heather smiled confidently, her eyes sparkling with amusement at Matthew's determination.
"I'm glad you're taking this seriously now, Mattie. I wouldn't want to beat you too quickly..." She took a step forward, her large breasts straining beneath her sports bra. "Let's see if either of us can land a good hit this time."
Feeling confident, Heather rushed in, moving faster than Matthew would have thought for her bouncing curves...
...but nowhere near as fast as Billy could.
Now that he was serious, Matthew sidestepped the strike with practiced ease, driving his fist forward into Heather's open torso. He had learned a long time ago that he would never be able to beat Billy at out-fighting, and so counter-blows had become his bread and butter.
"GOOOF!!" Heather choked, falling back on her butt and clutching her belly. She had been moving forward full speed, and the momentum had not helped her when she felt Matthew's glove sink into her stomach. She lay on the ground, tears in her eyes and trying to catch her breath.
"Mom!" Anna and Billy exclaimed, rushing to her side. Matthew blinked in surprise, stepping back and feeling nervous and ashamed at having hurt her. Heather waved them away, still gasping for air but managing a weak smile.
"It's okay, kids... I'm fine... just need a moment to catch my breath." She slowly sat up, rubbing her belly tenderly. "Wow, Mattie... that was quite the punch. I underestimated you too, I guess. Billy's never hit me quite so hard..."
"I told you, Mom, I've never gone full **** on you..." Billy started, grateful that his mom didn't look badly hurt, just stunned. "I don't think Matt went all out either, or he would have punched a hole right through you. Can we please stop this before you get hurt?"
"No, Billy. That was a fair fight, and Mattie won this round. Good job, honey." She argued with her son before turning to Matthew, giving him a nod. "I got arrogant. I thought that just because I have beaten you, I should be able to take down anyone you have. But that isn't how it works, is it Matt?"
"R-right..." Matthew blushed deeply at the praise, looking down shyly. He wasn't sure how to feel at the moment, but was just grateful he hadn't seriously hurt Heather. It was true he had held back, afraid of being the one to injure a beauty like her, but not as much as he had originally intended. "I'm really sorry, Ms. Heather. You definitely have the power to take me, based on that first punch, so I treated you like I would Billy. We should probably stop now..."
"Don't apologize, Mattie. You did nothing wrong," Heather smiled, letting Anna help her back to her feet after she had caught her breath. She was still bent over holding her sore midsection, which was giving both boys a wonderful view down her cleavage. "If anything, I should be apologizing for getting cocky and not taking you seriously enough. And I told you, call me Heather. If you'll allow it, I'd like to continue. I feel like I haven't proven anything yet."
"Are you sure, Mom? Maybe Billy really was just going easy on us..." Anna said, her shy, bookish persona suddenly finding its way back. She was almost heartbroken at the thought that she hadn't truly proven she wasn't her brother's equal.
"Now, none of that, young lady," Heather said defiantly, standing up straight once more, her tremendous chest thrusting out proudly. "I will not believe we both put your brother to sleep on accident. And I won't let myself be downed by a single blow, either."
"Th-that's right!" Matt said, making sure he didn't get hypnotized by Heather's magic melons proudly jutting out. Instead he focused on Anna, his gaze sincere and encouraging. "You can't quit just because someone gets one over on you. I believe you that you guys put Billy down for the count. If you hit half as hard as your mom, then your brother never would have seen it coming! But I do..."
Anna blushed, feeling heat pool in her belly at Matt's smile and encouraging words. "Y-yeah... Thanks, Mattie..." she smiled, boldly giving him a kiss on the cheek.
Matthew blushed and grinned back, turning back to Heather with a renewed excitement. "Now, Heather. You are deceptively faster and stronger than you look, but you still telegraph your punches too much. It looks like Billy taught you how to fight like him, which makes my main fighting style your antithesis. Let me tell you a few things I noticed..."
Billy watched as the match shifted to a lesson, both his mother and sister listening intently as Matthew broke down the finer points of boxing styles and technique. This was bad. Billy had taught them how to properly throw a punch, how to defend and move, but had kept it basic. Enough for Heather to get that first KO and feel like it was real, but not enough that she would be a real threat. Despite that, both she and Anna were proving to be unnaturally good at it, each having a legitimate win over him.
Loaded gloves or not, Billy should have been able to win those fights. He should have been the one to knock them out, not the one who got slept. Instead, both women had left him drooling at their feet. And now Matthew, the only guy he considered a real threat to his title, was teaching them how to be even better at it!
As the lesson continued, Billy couldn't help but stare at the way Heather's breasts bounced and swayed with every movement, even the slightest motion a mouthwatering display. The thin fabric of her sports bra did little to contain them, and Billy found his eyes drawn to the deep valley between over and over. Anna's tank top wasn't much better, and those microshorts she was wearing were making her ass look fantastic! Billy was entranced at the way her pert, round booty jiggled as she practiced her footwork.
He swallowed hard, feeling a familiar stirring in his shorts.
"Heather, Anna, you two are naturals at this," Matthew praised, grinning at them both.
Matt couldn't help but notice how the women's bodies moved as they practiced the techniques he was showing them. Heather's massive tits bounced and swayed hypnotically with every jab and cross, the thin fabric of her sports bra straining to contain them. And Anna, while smaller, had equally impressive curves that jiggled enticingly in that loose tank top and tiny shorts as she swayed and lunged.
"You're both doing great," he said, his voice a bit huskier than before. "Just remember, keep your guard up and use your whole body when you throw a punch. Really put your hips into it, like this..."
To demonstrate, Matthew stepped behind Anna, placing his hands on her slim waist. He guided her through the motion, pressing against her backside as he showed her how to pivot and drive her fist forward.
Anna gasped softly as she felt Matthew's strong hands on her waist, his firm body pressed against her backside. A shiver ran through her as he guided her movements, showing her how to put her weight into each punch. His muscular chest was warm against her shoulders, and she could feel the heat radiating off his fit body.
"Like this, Mattie?" she asked breathily, throwing another punch with more power behind it thanks to his instruction. Her ass brushed against him with the motion, and she bit her lip to prevent herself from moaning, though she could swear she heard Matthew growl.
Meanwhile, Heather watched the interaction with a knowing smirk, her own body tingling with arousal at the sight of her daughter being touched so intimately by the handsome young man. Even more so when Matt came over and repeated the demonstration with her.
Matthew's hands slid up Heather's sides as he positioned himself behind her, his fingers splaying across her toned stomach. He leaned in close, his lips nearly brushing her ear as he spoke. "That's it, Heather. Feel the power in your core. Let it floooow through your arms..."
His hands drifted higher, skimming the undersides of her heavy breasts through the thin fabric of her sports bra. He **** himself to focus as he guided her arms, helping her throw a series of quick, precise jabs. "Nice and sharp. Don't telegraph your punches. Surprise your opponent. Let it explode out of your body..."
Billy gaped as he watched Matthew's hips pressed lightly against his mother's plush rear as he demonstrated, grinding subtly against her as he showed her the proper form. His breathing grew heavier, imagining it was him there instead of his best friend. Why the fuck hadn't he done THIS when he was teaching them...?!
"M-maybe we should stop?" the champ tried to suggest, afraid that if he saw either woman grind against his rival again, he was going to bust a nut right there in the living room!
"Yeah! We probably should!" Anna quickly agreed. Half because she was jealous that Matthew's hands were on her mom and not her anymore, and half because she had a very similar issue to her brother's pooling in her belly. "Matt still needs to fight one of us if we are going to see if we can keep up. And I think it should be me since you are still recovering after that gut punch."
Heather giggled at Anna's protest, but stepped away from her daughter's crush to avoid upsetting her, despite how good the young man's body had felt against her. "Oh I'm more than recovered, sweetie. Feeling invigorated, actually. Especially after that thorough... instruction~"
Billy paled. He didn't think he could handle any more of this! Matt was getting all the attention from his hot mom and sister. They were letting him fondle and thrust against them, and seened to be loving every second. Now they wanted to fight again! Maybe he could convince them to stop at just a lesson, or at least let him leave long enough to relieve himself.
"Don't you guys think this is enough for today...?" the horny club champion asked hopefully. Both women wheeled on him.
"No, as a matter of fact," Heather said, sounding disappointed in her son's ****.
Anna smirked, putting a hand on her curvy hip. "If you're feeling so wound up, maybe you want to step back in the ring with us~?"
Billy bit his lip. Now what did he do?
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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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