A family dinner

The family celebrated Anna’s return with a nice dinner which Heather cooked up, and the three discussed Anna’s trip. It was mostly normal, save for Heather’s strange demeanor and the fact that she’d decided to sit at the table wearing nothing on her top half but the same tight sports bra she’d knocked out Billy in. As before, it tightly clung to the breasts that were just a little too big for it. Anna questioned the outfit choice as she met her mother at the door and rolled in her suitcase, but the hot milf simply dismissed it as being too hot for anything else. Billy didn’t comment on it, nor on how hot it made her jugs and how much he liked seeing her bare shoulders, but he couldn’t help but think it was a bad sign as he sat down at the dinner table.

As dinner started the younger girl happily told her mother and brother all about France, and the interesting things she’d seen and experienced while on the trip with her classmates. Billy and Heather listened along, Heather nodding with interest while Billy mostly just checked out. His head was swimming with where this dinner would go, what his mother was planning. Besides, he didn’t really care about Anna’s trip anyway. Billy spent most of the conversation in his own head, idly staring at his mother’s shifting tit cleavage as Anna happily chattered away, until the conversation took a turn.

“That sounds great, honey! Billy and I have been having a lot of fun back here too.” Heather smiled at her daughter.

Billy stiffened up and looked towards his mom, not saying anything, but on guard. Was she about to bring up his three knockout losses to her? Heather returned Billy’s look with a smug smile and a smoldering gaze.

“He was showing me how to box,” she said, staring right at him. “I wish you’d been here to see it. Your big brother really knows his stuff. Don’t you Billy?”

Billy nodded awkwardly, adjusting himself in his seat. He didn’t like where this conversation had turned to. At least for the moment, his mom seemed content just making him squirm, talking about the training he’d given her and not ousting him to his younger sister as the loser of their matches. All the same Billy knew that could change at any moment, and he was desperately trying to think of some way to change topic.

Heather turned smugly to Anna once again, shifting her tightly-packed sports bra with the movement, jiggling her open cleavage enticingly. “You should give boxing a try too, sweetie!” She suggested to Billy’s younger sis. “It’s very… invigorating.” Heather licked her lips, and flicked her eyes over to Billy.

Billy’s heart sank. Was this her plan? Was his hot milf of a mom trying to see if his little sister could outbox him as well? No, why would she do that? But the way she was acting, it couldn’t just be an innocent attempt to make her children closer…

“Would you teach her, Billy? Here, I’ll get you my gloves, Anna.” Heather smiled, beginning to rise from her chair.

“Mom, no. No way.” Billy shook his head.

“What’s wrong, honey?” Heather looked at him with a smirk. Was this it? Was this her fun? To make him squirm and worm his way out of training her? To yet again cement her dominance over him by showing him what a scaredy-cat he’d become thanks to her? Even now, Billy’s eyes were glued to those tits…

“I don’t know…” Anna said nervously, poking at her food with her fork. “Boxing’s a bit violent. And sport’s never really been my thing anyway.”

It was clear that Anna was quite nervous about boxing, and didn't really want to do it. But some puppy dog eyes from her beloved mommy Heather convinced her to agree to a single session, she guessed.

Billy watched powerlessly as the two ladies of the house made their decision that he would teach Anna some basics of boxing, getting ignored any time he tried to speak up.

No… why would she want this? There was nothing his mother could possibly gain from it. Unless… Billy gulped as a thought came to him.

When Silly Billy first set this whole thing up with those stupid loaded gloves, one thing he hadn't counted on was his mother getting addicted to seeing him KO'd. He thought it would just make for a bit of good wank material as she started worrying and coddling him more, or as she started chiding him and acting superior depending on how she took it. The idea that she would push it further herself to see it again and again was one he hadn’t considered at all. He'd assumed he would be the one in control. But maybe his obsession ran in the family, and now that she'd seen him knocked out cold enough times, she couldn't get enough of it. Maybe his mom was a slut for seeing her arrogant eldest son defeated. Maybe this would be the rest of his life if he couldn't put a stop to it. Repeatedly set up to get knocked out in front of mommy, by any means necessary.

There was a wicked glint in his mother's eye that told him she had a plan. A glint that said she didn't expect his younger sister to win at all, although she would be fucking thrilled if Anna the bookworm somehow pulled it off and put her big brother to bed with her little tippy-tap punches. A glint that said even if Anna couldn't do it, then the match would just be used as an opportunity for Heather to step in in honor of her daughter and teach Billy some manners.

The worst part of it all wasn't even that his mother still didn't know about the loaded gloves, and that she thought his defeats were simply the result of him getting thoroughly outboxed by her time and time again. It wasn't how superior she acted, even more so now after teaching him a lesson in bed that night, believing herself to be the better fighter. It wasn’t that she seemed to know how to push all of his buttons now, down to wearing the tight-packed sports bra she’d first defeated him in and that he’d frequently masturbated to memories of her wearing. It wasn’t even that she was now trying to set him up to get KO’d either by or in front of his know-it-all younger sister who would surely never let him forget it - the worst part was how hot those facts all got him, and how shamefully stiff they made his dick.

Billy had to put a stop to this now. If he was lured into this fight, he was either going to be knocked out by his little sister straight away to the amusement of his mother, or he'd be knocked out yet again by his milf of a mother later, right in front of his awestruck younger sis at ringside. That couldn't happen.

“I really don’t think this is a good idea…” Billy tried weakly to protest.

“Oh, Billy, don’t be a baby. You’ll be fine.” Heather mocked him, giving the hint that if he didn’t go through with it she’d tell Anna allll about their little sparring matches. Billy got the hint. How had his caring, sweetheart of a mother become so cruel? Was it because of how rowdy and insubordinate he’d acted after getting knocked out, or was she just such a slut for power and knockouts now that she didn’t care anymore?

Anna was a bit confused by her mother’s choice of words, but didn’t comment as Billy shrunk into his seat and Heather began to stand. Maybe if he just bit the bullet and taught Anna some basics, he could find a way to get out of boxing his mom again later…

“I’ll go get you my gloves, Anna~”

“M-mom, no, wait!” Billy shot up, realizing what that meant.

“What? We don’t have any other pairs, do we?” Heather asked, seeming genuinely confused.

“B-but…”

“Just wait here Anna, they’re just on my bedside table.”

With that, Heather strutted off, swaying her big booty in her tight yoga pants as she went to fetch the loaded gloves for Anna. Billy sunk back into his chair again, staring at her swinging ass and watching how her tits bounced with each confident step. How was he going to get out of this one…?