Home in time for dinner

Billy let out a sigh as he entered his house that evening. He wasn't as physically exhausted as he had been the previous times he had worked at Karen's house, but mentally he felt like he'd just completed a triathlon.

Reliving his defeat at Karen's hands would've been bad enough, but watching the video had made his life as a boxer flash through his eyes. While he had remembered his first win over Carly, the highlights hadn't been his victories, but his losses. His utter defeats at the fists of women who were hot as fuck. The knowledge that Karen basically owned him. The trepidation that Carly was just waiting to finish what she started. To finish him like he thought he had finished her.

These were the thoughts that had his dick throbbing as he had stared up at Karen, whimpering and begging to do whatever she demanded, no matter how degrading. The arrogant and athletic milf had looked down at him with a knowing smile, seeing the outline of that enormous flagpole between his legs that was saluting her. She had bent over him, those delicious mommy milkers nearly spilling out of her low-cut V-neck, her magnificent ass and thighs tensed with commanding presence. With her lips centimeters from his ear, tickling it with her warm breath, she gave a sensual whisper...

"You're done for the day~"

He'd been stunned. Worse, he'd been blueballed! When she pulled away, he followed on pure instinct, falling on all fours. Karen's smile was downright evil as she looked down at the young man with the desperate eyes practically worshipping at her feet. And she hadn't had to demand it. This was just where he went to naturally...

"Was my slave hoping Mistress Karen would fuck his foggy brains out?~" the queen of the castle purred as the peasant knelt before her. She almost gushed at the slow, dopey nod that immediately followed. "Well too bad. Maybe you shouldn't have upset your owner. I might have considered it if you hadn't fucked up so spectacularly Wednesday. Instead, you'll have to spend the next two days dreaming about what could have been~"

She dismissed him with a casual wave of her hand, telling him to find his phone because he was "on call" over the weekend. Then with a sway of her womanly hips, she was gone, not even considering him worthy of seeing out the door.

Billy barely made it out to his car. He grabbed the first thing he could find, a spare towel from his gym bag, and he emptied himself into it. Right there in the car the instant he touched his weeping cock. Karen had left him desperate in a way he had never been! He was ashamed, but not because he was so horny he'd had to jack off in his car, right there on the street corner. No...

He was ashamed because the rich bitch who was the very definition of vanity had not given him permission to cum...!

What was becoming of him? How had he been reduced to this? He was a champion! A boxing prodigy! A pillar of male endurance, strength, and pride!

Or at least he used to be. Karen, Carly, Lucy, Anna...even his mother. They'd all defeated him in one way or another. They'd all chipped away at his legend. Now Karen had turned him into little more than a pet. A dog who was ashamed and scared of offending his owner. In Billy's mind, Karen had told him that she would have considered letting him cum for her, but he had upset his mistress and now had to be punished by being denied the chance. So he had been a very bad boy and snuck away to do it anyway, all the while knowing she would be sneering down at him like the lesser thing he was.

And the worst part was that Billy was starting to enjoy it...!

Ever since he had given his mom those damn gloves, had opened his chin to her eager fist, his life had spiraled out of control. He was losing again and again and again, but couldn't bring himself to fully hate it. After all, this was what he had wanted, and it had been everything he had dreamed. One hot woman after another, putting him down, making him weak, making him lose...

He had never had so many mind-blowing orgasms in his life! As shameful as it was, he didn't fully want this to stop. It just felt too GOOD!

But he had lost all control now. He couldn't think or focus on anything outside of his next defeat and who's hands it would come at. He had never expected his horny little venture to spiral like this, to the point that he could do nothing but... lose. Even his beloved boxing club wasn't safe anymore. Lucy didn't want him there with how weak and fragile his brain had become. Admittedly, it was probably the safest thing for him with Carly and her wrecking ball booty circling like a shark.

The only good fortune he had right now was that all these women believed they were unique in their defeats of him. None of them were aware he had lost to anyone else. Well, obviously Heather and Anna knew they had both put him to bed on the living room floor, but his mother and sister were unlikely to share that information. Lucky for him, because he didn't think his ego could survive much longer at this rate.

"Billy, good. You aren't late this time," Heather smiled as she walked in from the kitchen, her gray silk robe flowing over his mother's flawless curves like a waterfall of silver. "Wash up. Dinner will be ready in ten."

Billy nodded meekly at his mother's words, feeling a familiar mix of shame and excitement at her commanding tone and scantily clad figure. He made his way to the bathroom on unsteady legs, splashing cold water on his face in an attempt to clear his head.

As he stared at his reflection in the mirror, Billy barely recognized the man looking back at him. His once proud posture was hunched, his eyes haunted by the memories of his recent defeats. But there was something else there too.

Anticipation. That twisted relief he felt despite the mental torment. He was so nervous. He was so confused. He was so exhausted. He was so addicted...

Shaking his head, Billy forced himself to focus on the present. He needed to keep up appearances, at least until he could figure out how to extricate himself from this web of female dominance he found himself trapped in.

Billy squared his shoulders, trying to summon some of his old confidence back. He couldn't let his mom and Anna see him like this. Anna was already convinced she had his number, and after outwrestling him two nights ago, he couldn't even say she was wrong. As for Heather, if she saw him in this condition she would either baby him, or feel even more superior than she did now. Neither of which boded well for his chances of escaping this confusing and sexy nightmare.

Heather watched as Billy emerged from the bathroom, noting the slight lift in his chin and the set of his shoulders. She smiled at the sight. He had been so mopey lately, it was nice to see him looking a bit more like a champion.

Even if he wasn't THE champion of the house anymore...

She turned back to the counter, plating the grilled chicken and sautéed vegetables. The rich aroma filled the kitchen, and Billy noticed a glass of red wine that was nearly empty, he poured his mother a refill without having to be asked. Heather nodded at his dutiful action and hummed softly to herself as she worked. The sound was light and carefree, a stark contrast to the heavy thoughts weighing on her son's mind.

Just then, Anna burst into the kitchen. "Hey Mom, hey Billy!" she greeted brightly, practically singing. Billy watched in dumbstruck confusion as his sister literally skipped through the kitchen.

Heather glanced over at Anna, raising an eyebrow at her daughter's chipper demeanor. "Well hello there, sunshine. What's got you in such a good mood?"

Anna gave her mom a kiss on the cheek, grinning from ear to ear, before taking two of the plates and carrying them to the table. "Oh, nothing much. I just had an amazing day today! Hung out with some friends I haven't spent nearly enough time with. But I plan to fix that~"

She winked at Billy, who just continued to stare at his little sister, dumbfounded. Anna had been really happy ever since she had returned from France, mostly because of how completely she had defeated her boxing bro. But skipping...?

And that wink hadn't felt playful. It felt outright predatory. Something was up. Billy swallowed hard and tried to force a smile, though it came out more like a grimace.

"That's... uh, great, Anna. Glad you had fun," he managed to mutter, sliding into his chair at the table. Billy decided it was best not to antagonize his little sister tonight. He was slightly more rested, but he didn't feel like testing his luck after she had used his face as a throne two nights prior.

Heather sat down across from Billy, gracefully sipping her wine while watching her children interact. She noticed the tension radiating off her son, but considering how often she'd seen him this way lately, just attributed it to his jealousy at his sister doing so well. "That's wonderful, honey. It's always nice to catch up with old friends."

Anna, smiled sweetly at her mother, but didn't miss a beat before turning back and grinning wickedly at her brother. Seeing Billy try to hide behind his food only confirmed what she already knew.

Billy was scared. He kept his eyes glued to his plate, suddenly finding the grill marks on his chicken incredibly fascinating. He didn't want to look up. He didn't want to see whatever smug expression was plastered on her face. Maybe if he played nice, she wouldn't cause him too much grief.

Anna leaned forward, propping her chin on her hands, her eyes locked onto the side of his head. This was all part of her plan to prepare for Billy's rematch with Carly: Assessment and intimidation.

Of course, Billy didn't know he was getting a rematch with the frizzy haired kickboxer, but he would find out soon enough. And it was Anna's job to get inside his head and assess him for weaknesses. Something the champ's genius little sister was more than happy to do.

"So where have you been, bro?" Anna hummed in a teasing lilt, taking steady bites of her dinner, but her eyes never leaving Billy for more than a second. "We've barely seen you all week. Been doing some special training?~"

Billy flinched almost imperceptibly at the question. He couldn't very well tell his mom and sister that he had been reduced to a maid and groundskeeper by a chesty milf who had smothered him between her pillowy tits before punching his lights out. That would be... unpleasant.

Instead, Billy cleared his throat, trying to sound casual despite the obvious nervousness in his voice. "Uh, yeah. Just... working on some new techniques. You know, keeping sharp."

He risked a glance at Anna, immediately regretting it when he saw the hungry intensity in her gaze. There was something calculating about the way she looked at him, like she was studying prey. He shifted uncomfortably in his seat, his grip tightening around his fork.

Heather took another sip of her wine, seemingly oblivious to the friction between her children. "That's good, dear. Can't let your skills slip, especially if you want to keep up with the women in the house." she said with a wry grin. Her voice held genuine encouragement, but also a subtle note of amusement at Billy's current ranking as the most slept family member.

Anna let out a soft giggle that sounded far too innocent for the predator lurking beneath the surface. She reached across the table, her fingers grazing Billy's forearm. To him, it was a touch that felt less like affection and more like a threat.

Billy's pulse quickened as Anna's fingers brushed against his skin. He felt a blush creeping up his cheeks, and he hoped his mother wouldn't notice the way his breathing sharpened. He tried to pull his arm back smoothly, but the way he recoiled must have looked obvious to anyone paying attention, which Anna clearly was.

"Keeping sharp? Is that what you're calling it?" she smirked, trying not to laugh out loud when Billy pulled his arm back almost fearfully. "Because you look a little... worn out, big brother. Like someone’s been putting you through your paces."

Billy gulped. Did she know something? Or was this just her teasing for beating him again? His eyes flickered briefly to Heather, checking for a reaction. Their mother just continued enjoying her dinner, simply allowing the banter between her children to play out. With no defender, his gaze snapped back to Anna and her mischievous taunting.

"Been training with anyone in particular?" Anna asked, her head tilting just enough to be mocking, rather than curious.

He swallowed hard, his mouth suddenly dry. "N-no, just... solo workouts. You know, cardio, weights, strength training..." His voice cracked slightly on the last word, betraying the lie. He avoided looking directly at Anna, instead focusing on cutting his chicken into smaller and smaller pieces.

Heather chuckled softly, setting her wineglass down. "Solo workouts are fine sweetheart, but you know all that muscle hasn't saved you from me or your sister."

Billy deflated at that comment and Anna let out a triumphant little chirp. She loved seeing her mother reinforce the hierarchy, even unintentionally. To Heather, it was just factual, and she had only been trying to help. Billy might have the muscles, but the women held all the real power in house.

"Exactly, Mom!" Anna chuckled, pointing her fork at Billy accusingly. "Muscle are great, but if you can't take a punch, why bother?"

Anna's question hung in the air like a challenge, and Billy felt his stomach twist into knots. He wanted to disappear, to sink through the floorboards and escape. But he also knew that if he stood up at that moment, they would both see a very obvious bulge in his pants.

Heather patted Anna's hand gently. "Now honey, don't tease your brother too much. He's trying his best."

Anna rolled her eyes playfully, leaning back in her chair while maintaining that intense, knowing stare directed straight at Billy. She wasn't going to let him off the hook that easily. Not when he looked so deliciously rattled.

"I'm not teasing, Mom! I'm encouraging him!" Anna countered, her voice dripping with mock sincerity. "Aren't you the one who always tells us that we won't learn if we don't learn from failure...?"

The question had been directed at her mother, but the last word had been aimed right at her older brother.

Billy's entire body tensed at the word. It echoed through him like a gunshot, hitting deeper than any punch ever had. He could feel sweat beginning to bead on his forehead, and he desperately wished he could excuse himself from the table. But running away would only make things worse. It would confirm every suspicion Anna already had brewing in that brilliant mind of hers.

"I suppose that's true..." Heather bit her plump lip, unable to deny her daughter's logic. Still, while she had enjoyed teasing Billy herself, she was actually trying to enjoy their first family dinner all week without her children arguing. "Let's change the subject, for now. Who was it you were visiting with today, Anna?"

"Probably just Kristen," Billy mumbled. He even considered adding "She's the only one who can put up with you!", but forced himself to take a drink before he said something he would regret.

Anna laughed. Cold and sharp and chilling Billy to his core. She swirled her juice around in her glass, watching the liquid spin before taking a dainty sip. "Kristen is sweet, but no. I hung out with a girl from my feminism group..." She paused for dramatic effect, letting the silence stretch just long enough to make them both curious. "I think you know her, bro. Her name is Carly?~"

Billy let out a spray of water when he heard that name. Heather shrieked and jumped back, barely escaping her son spitting all over her. He coughed and gasped, trying to catch his breath as he looked over at the smug, knowing grin of his bookish sister.

No...

Nonononononono...!!!

"Y...you know C-Carly...?" he stuttered, still trying to steady his nervous breathing.

Anna's grin widened, turning truly wicked as she witnessed the sheer panic wash over her brother. She delighted in the way he sputtered, the way his bravado crumbled faster than wet paper at the mere mention of the woman who had broken him in the ring.

"Know her? Oh, we're very close, Billy," Anna purred, swaying her fork like a conductor's baton. "She's absolutely incredible. So strong, so focused... and she has these legs that look like they were carved out of marble~"

She leaned in closer across the table, her voice dropping to a conspiratorial whisper that carried perfectly to both Billy and Heather. "She told me all about your little "spar" at the club the other day. How your coach had to save you before Carly could put your lights out~"

Billy felt his heart hammering against his ribs, the blood draining from his face so fast he thought he might pass out right there at the dinner table. His hands shook visibly now, gripping the edge of the table for support as Anna's words sank in.

Anna knew Carly. Carly had talked to Anna. About him. About what happened. About how he had failed spectacularly. About how he lost to a girl. About how he was inches away from being dropped by the titan-thighed amazon...

Heather set her wineglass down slowly, her eyes narrowing as she studied her son's reaction. "Is this true, Billy? Did you lose to another woman?"

There was a sternness that neither sibling had expected. As cliché as it was, Heather didn't sound mad, she sounded disappointed. But the way she sounded disappointed made Billy's blood run cold...

Billy felt like he was suffocating. The weight of his mother's tone combined with Anna's malicious glee was crushing the air out of his lungs. He opened his mouth to argue, to confess the pathetic tale about his exhaustion from servitude to a rich blonde bitch, but the words died in his throat. He couldn't. They already knew about Carly. He couldn't let them find out about Karen.

Despite Billy's terror, a traitorous surge of heat bloomed in his groin at the thought of his mother and sister knowing exactly how helpless he'd been against those powerful glutes and thighs.

"I... it wasn't like that, Mom," he stammered, his voice weak and devoid of its usual authority. He looked down at his lap, unable to meet either of their gazes.

Anna leaned back, crossing her arms under her ample chest with a satisfied huff. She had done it. She hadn't just cracked the shell, she was scrambling the egg. "Oh, it was exactly like that, Mom. He was a complete mess. Couldn't even stay upright. Carly was practically playing with her food~"

The way Anna described it made it sound so humiliating, so utterly pathetic. Billy felt his cheeks burn with shame, his hands balling into fists atop the tablecloth. He wanted to try and defend himself, but while she wasn't wholly right, she wasn't wholly wrong, either.

He'd made Carly work for it, he was sure. She had been going so hard while he was already weakened and hesitant. He'd started making a comeback before those powerfully sexy legs had stopped him cold with a single kick. One she gave him ample time to recover from. He hadn't been ko'd in front of all his friends in his own ring while Carly smiled wildly. While she picked him apart. While she broke down his defenses, ripped right through him, and lined up her death blow, both of them knowing he was about to visit dreamland.

No. Not just them. Everyone watching knew. Lucy knew. Knew that he was helpless. That he was done. That Carly had destroyed him. If that whistle had blown just one second later, there would be no question whether Carly was capable of knocking Billy out.

There would be another woman added to the list. In a public setting, no less. And not just a bunch of moms who didn't know what to do with this information. Who didn't want to embarrass the young man. Who were intimidated by the victor. Everyone would know...

One second. That was all. Had that one second been because Carly had just been toying with him? Because she was savoring her victory that had actually been easy?

"He's not knocked out..." Carly had said, sounding disappointed, while Billy was hanging off the ropes.

"We all know you were about to..." Lucy had replied, certainty in her voice that the girl had humiliated her star pupil. "Find another victim..."

Billy had been her victim. Her toy. Her meal. Because she'd just been playing with her food...

His dick throbbed at the thought.

Heather sighed heavily, rubbing her temples as if she had developed a sudden migraine. "This is becoming a pattern, Billy. First with me, then with Anna, and now with some stranger at the gym. When are you going to stop letting women walk all over you?"

The question cut deep, striking at the core of his insecurity. He had been asking himself the same thing for weeks now. Why did he keep ending up beneath them? Why did he crave their dominance so badly?

His dick throbbed again.

"You're supposed to be the man of the house. You're supposed to be strong! You're supposed to..." Heather trailed off, irritation written all over her face. What she wanted to say was "You aren't supposed to lose to anyone outside this family. You belong to us!"

Instead, she downed her glass of wine, and stood up sharply.

"Get your gloves, Billy. Now..."