Chapter 33
by
Raljo
What's next?
Anna lets it all out
It started as soon as the two of them were through the door to the house. Heather was out, and Anna was dripping wet. She couldn’t wait any longer.
“Fuck it,” Anna murmured quietly, as she led Billy’s bulky, stumbling body to the living room and dropped him on the carpet.
She had planned to spend a bit more time setting things up, but she was far too horny to go upstairs and change into her lab coat. Here and now would have to do.
Anna put a foot on Billy’s chest to shake him awake, enjoying the way the pose made her feel as her big brother began slowly stirring underfoot. Watching his eyes slowly flicker open, Anna cracked a grin.
“Heheh… ‘Sup, bro? How’s your brain feeling~? Do you like how I’ve been draining you…~?” she teased.
“G-Guhhhnn… D-Dwaining… M-Me…?”
“PFFFF!” Anna burst out laughing. “Oh my god! ‘Dwaining’? Fucking ‘DWAINING’!? Hahaha! Holy SHIT, you’re fucked up.”
She laughed and shook her head, body euphoric that it no longer had to hide its feelings away. Billy was slowly coming back to his senses now. As he sat up, a bit more alert but still not all there, Anna retracted her foot. She cocked a hip and looked at him with mock sympathy as he got to his feet slowly, rising up in front of her. Fuck, he was tall… But Anna wasn’t scared.
“Sooo… Slept by boobs,” Anna teased. “You’re really taking “losing to a girl” to a whole new level, huh? How embarrassing, bro…~”
Before Billy could think of a response, Anna’s hands rushed out to grab her taller brother’s head and pull it down. Thrusting out her chest, Anna brought his face in close to her own smaller, but not insubstantial breasts, a wicked grin on her flush, horny face. As she spoke, a husky air betrayed her **** fucking horniness.
“Taken out by big tits. For shame. Having a little rest between the boobs of somebody’s mom. You’re so grooosssss~~” she laughed, wiping her boobs all over his face.
Now alert enough to process what was happening, Billy quickly lifted his hands to her shoulders and shoved her away.
“Fuck off, you brat!” he said, screwing up his face in anger.
It was all coming back to him now. The way Anna had trained him on Bianca, how she had humiliated him at her house… Now this shitty nerd was shoving her own tits in his face and laughing?
Anna just giggled as she was pushed away. Not the reaction Billy would have expected his younger sister to have to his anger. More confident than ever, she looked him dead in the eyes and smirked.
“Oh? I’m a brat~? Then shut me up, bro. SHUT. ME. UP!”
Moving forward, she pushed Billy against the wall and held him there. Her two small hands on his broad, powerful chest. Billy was still too weak to resist. Meeting Bianca earlier had taken a real toll on him. With a groan, he struggled against her for only a moment, before giving up. Allowing himself to be held against the wall by his younger sister. Fulfilling her fantasies to perfection. Compared to her reply to his shove, she had just undeniably proven who the dominant one was here.
Anna grinned, taking a moment to enjoy the way he was being pinned by her much smaller form, and then she leaned in close. Her husky voice whispered directly into his ear, her light breath tickling his earlobe and itching his wobbly brain.
“Come on, boxing champion… Stop the brat…~” Anna whispered, the smile on her lips audible as the soundwaves passed right into her big brother’s ear.
Billy groaned and shuddered. As pissed off as he might’ve been, what Anna was doing to him also stiffened his dick. Feeling defeated, and with the strength leaving his legs, Billy slid down the wall, weakened from the day’s events. A very pleased young scientist took her hands off of his chest and just watched him go. Then, when Billy ended up sitting on the floor against the wall, Anna grabbed his ankles and pulled them out, making her older brother lie on his back like a starfish.
A very satisfied Anna quickly mounted him, **** to get some pressure up against her pussy, and also enjoying the continuation of her pin. Only now, she was pinning him to the floor. Being held beneath her womanhood. Pinned by a nerd’s horny pussy.
Anna laughed. “Oh my god, you’re so easy,” she grinned, almost giddy. She would never get tired of this.
She reached forwards to put her hands on his strong chest again, this time more delicately. With a smile, she began to rub, as if comforting the dominated athlete while she reminisced over her victory.
“I really found it, didn’t I? That one, tiny little sliver of weakness in you, hidden underneath your hard shell. And I coaxed it out, gently, slowly…” she teased. “And I nurtured it, until it grew so big that it broke your hard shell from the inside out… Until you were nothing BUT weakness. All thanks to me…~”
Billy was breathing heavily. This was ****. His nerdy little sister’s mocking words were doing things to him… And feeling her wet-as-fuck pussy start to rub and grind against his already-stiff dick, while she rubbed his chest comfortingly, just confused his poor brain. She was making fun of him. He wanted more. This had to stop. He was getting so hard. She humiliated him in front of Sophie. She was so hot. She was such a bitch.
Anna thought it was all a game. She was just playing with him. Just using him. Humiliating him for kicks. For her sick thrills. Revelling in his weakness. Billy made up his mind. He couldn’t let her do this. His face turned into a scowl.
“Sh-Shut up. I’m going to fuhhh…ck… Fucking get you for this, you… You…”
“Awww, are you getting mad? You’re basically shivering… Hah!”
Anna squeezed his strong pecs with her fingers, earning a slight coo out of Billy. He was embarrassed as soon as the sound left his lips. This bratty nerd was manhandling him… womanhandling him.
“That first knockout was EVERYTHING,” Anna sighed, looking up as she remembered. “The way you just dropped… The surprise… I had finally beat you. I beat you at your own fucking sport… Oh, what a rush it was, to see you lying limp and useless on the floor. Defeated by my dainty little nerd fist on your chin. I loved it…~”
Now tracing his chest with her fingertips, Anna looked down and quirked her head at her snarling older brother, smiling cutely.
“I never thought it was possible. I NEVER thought I’d see you lose to ANYONE. Let alone see you get - pfft! - KNOCKED OUT! Oh, and for it to be ME that did it… I was so shocked…” Anna shook her head in amusement. “I just gave your chin a little kiss… A little day-one uppercut… And it was night-night for the undefeated champ. Crushed by his sister. Hah!”
Anna had been subtly rubbing her slick fucking pussy up against his bulge from the moment she got him on the floor - it wasn’t like she had to focus on keeping him there, he wasn’t a threat at all - but now, she really started getting into it. Cheeks flushing, breath growing hotter and heavier, she began rolling her hips more earnestly.
“I hit you, and you just… Dropped. Just fell down. My big bro, falling over. You were laying there on the floor at my feet, sound asleep, fucking defeated, while mom checked you for consciousness… A defeated mess, a tangle of limbs sleeping off your big defeat… And all I could think was… Wow. I was wrong about you. You aren’t that tough to beat at all. Hah!”
Anna was grinding her wet pussy harder against his leg, graduating from hip rolling to full-on sliding herself up and down his pants-covered shaft. She had to catch her hot breath for a moment before she could continue, between heaving breaths.
“And then… I made you /worse/. I stole away everything you worked so hard for… I made you into this. This mess. This useless, useless mess,” Anna panted, the sexual pleasure filling her up so delightfully. “I’m toxic… Your toxic little sister ruined you… Fucking destroyed you. I made you into a wimp. A scrub~~”
She could have cum a dozen times already, but she was trying to hold on. Trying to save it. Managing her grinding to keep herself just on the edge of release, as she ran her fingers over Billy’s powerful chest. She loved the way he shuddered beneath her.
“Now here you are. Losing. What’s wrong, Billy?” Anna brought her face in close to Billy’s so she could again whisper, her lips forming an evil grin. “Afraid you’ll get knocked out by a brat…~?”
Billy snarled at the gleeful, dominating face hovering just over his. His anger had only grown stronger as Anna had continued her mockery. By now he was fully awake, if a bit weak, and fully aware of the ways Anna was putting him in his place. Not letting him forget what he had become. What she had made him into.
But as usual, his anger didn’t produce the results he expected. As he glared up at Anna, she suddenly burst into a fit of giggles. To her, he looked like a cute little boy upset that he couldn’t have another cookie.
“Oh my god, look at you. You’re soooo~ mad,” Anna mocked.
“You bitch. I’m going to fucking… I’m going to destroy you for this, you-“
“Hah! Your voice is shaking!” Anna cut him off. “You’re actually sooooo~ mad! You’re all red in the face!”
Moving her hands from his chest, Anna started poking him in the face with her fingers, trying to get him even madder. It was actually so funny. She’d never seen him like this before!
“Fuck off!” Billy said, angrily swatting away her poking fingers. He hated this, even if his dick loved it. Being mounted by a petite nerd who was getting everything she could out of her unexpected moment of dominance.
“Ewwww, you’re getting all emotionallll, what the heck~ Why are you so maaaddd, hehehe~?” Anna giggled, really playing up her part as a brat and poking Billy’s face even more around his battling hands. “That’s so grossss~~ You’re actually getting so upseeettt, what are you so maaadd about? Gross~ You’re such a wuss~ What’s wrong, huh~? What’s wronnngggg? Pussy~”
“F-Fuck off… Just fuck off!” Billy yelled.
Loving his reactions, Anna couldn’t help herself but continue playing her role like this, just to see what he’d do next. Her big brother really was an interesting bug to study. And acting like a brat was actually pretty fun.
“Whaaatt? Whyyyy~? Hehe, are gonna cryyy, Billy? Are you about to start cryyyinnngg~?” she giggled.
He wasn’t, but hearing her mock him like that actually made his eyes moisten with anger. Anna didn’t get to fucking talk to him like this. This fucking nerd. The more Billy thought about it, the closer he got to actual tears of rage, which he KNEW Anna would just make fun of him for even more, rubbing in how she made him cry… Acting like he was crying because she made him sad, and not because he was so pissed off… And the more he thought about THAT potential humiliation, just brought him even closer yet.
It wasn’t supposed to be like this. The Anna who went away to France would have never dared talk to him like that. Never dreamed of it. Making fun of him, playing with him like this... For god’s sake, she was just a puny nerd. She had no right to treat a prodigy boxing champion like this.
Slapping away his giggling, playful younger sister’s irritating pokes and prods, Billy was **** to stop this. “FUCK OFF!!” he yelled, loud enough to make Anna laugh even harder. She was laughing so hard that she nearly came, grinding her wet cunt against his bulge, but she managed to suppress it with a gasp.
“Oh my goddd, you’re gonna cry~~ Grossssss…~ Why is my older brother such a pussy? Ewwwww…~ Hehehe…” she smiled, face red and breaths hot, as her pussy twitched and spasmed like crazy - barely a hair away from a deeply satisfying orgasm. “Oh my god, you’re sooooo~ mad… No way, no way… What’s wronnnggg with youuuu, hahaha~?”
Eventually Anna relented, with a giggle, leaving her mad big bro alone. She sat upright on him with a smile and a sigh, giving his chest a little rat-a-tat-tat drumbeat with her hands. Billy said nothing, just glad that her annoying poking was over. He stewed in silent anger underneath her, catching his ragged breath and trying to hold in his eyes’ moisture. He did not need Anna thinking that she’d made him cry.
It was a strange experience, getting bullied by someone like Anna. Someone so soft-spoken, nerdy, unpopular. Especially for someone like Billy, who was used to being beloved and somewhat feared by the awestruck people around him. But while Billy was conflicted and confused by that experience, Anna was living off it.
“I totally flipped our dynamic. Snatched away all your power.” Anna gloated. “You slumped for tits. You got knocked out THAT easily, by a mom…”
Billy didn’t notice as the horny nerd reached into her pocket. In fact, he was so angry, he was barely taking in her words. Just scowling silently at her gleeful face as she slowly pulled her hand out, anticipation wracking her oh-so-close-to-cumming body.
“You were a legend… And yet…~”
Without warning, Anna produced the busty bikini milf picture, doused in that sweet, brain-penetrating perfume, and held it before his dazed, weary eyes. Her heart skipped a beat as she watched those eyes slowly close shut.
“Sleeeeep… Oh my god, /yes/… Just sleep…” she squeezed her thighs around him as he faded, so easily put to sleep by the picture held in front of his eyes.
Her big strong bro was no more. He was a goner. All his rage, just how mad he was getting, it was all for nothing. It all melted away for his pre-programmed weakness. He went limp, those strong, hard muscles relaxing, and he was done. Knocked out again. Defeated by a superior intellect. Defeated by his little sister.
“MMMMMMNN!!” Anna moaned, as she leaned back and pushed her breasts together with her hands. Rubbing them together in front of his **** face. “Oh my god, YES… This is just what I fu- ouhhh~… This is JUST what I fucking needed, nnhh…”
Her hand snaked down the front of her panties. Soon, her fingers occupied the space between their privates… His big hard dick on one side, and her goopy, twitching, **** pussy on the other. She began pleasuring herself, slowly, still trying to build this orgasm to the very max… Her breathing was frantic and ragged, her thighs shaking and squeezing, her face hot and shameless.
All his hard work… Wasted. All his training, all his muscles, all for nothing. He’d never see the glory he’d worked for. He’d never be the tough guy he used to be. She sped up her fingers.
“Just sleep… Just sleep, you fucking loser… You fucking nobody… You disaPPOINTMENT! YES! OH! OHHH!!”
Anna came quickly, exploding all over her hand and the inside of her panties. Her entire body was rocked by the orgasm, reduced to shaking like the world was tearing itself apart, while her fingers just dug deeper.
“YES! YES! GHNN~! YESSSS!!”
Her free hand snatched out forwards, to stop herself from falling. She propped herself up by posting against his limp bicep, and took the opportunity to give it a nice squeeze while frantically rubbing her pussy stupid with her other hand. Squeezing Billy’s sculpted discipline and hard work in her hand.
“OH! OHH! OHHHH, F-FUCK! FUUUUHHHHCCCKKK!!!”
Anna screamed as the last of the world-breaking orgasm ran through her. She shook, she grunted, she rubbed, she grinded, and she burst. The unabashed nerd would never have allowed herself such a noisy orgasm in the past… But things were different now.
Out of breath, sweaty, and disheveled, Anna allowed herself to bask in the afterglow of the best orgasm of her life. Holy shit, who knew domming Billy could be so fulfilling…
Breathing heavy and trying to gather herself, Anna looked to her free hand. The one not currently shoved down the front of her panties. Gasping, she gave his big muscle another squeeze, then brought her hand to her forehead to wipe away a few stray, sweaty hairs.
“Holy shit…” she gulped. Another twitch ran up through her body, and the hand on her pussy tightened. “Ghnn! Ohhhhh…”
A satisfied shudder overtook her. Fuck, that was goooooooddd…~~ still trying to catch her breath, Anna took Billy’s mighty, relaxed bicep into her palm and began rubbing it again. Rolling the strong, useless muscle in her free hand. Massaging it, playing with it…
“You’re nothing…” she spoke down to her older brother’s ****, handsome features. “You’re nothing… You fucking worm… You lost… I beat you. I knocked you out. I BEAT you. You’re nothing…”
Anna continued degrading the slumbering giant beneath her, grinding out her pussy’s pleasurable aftershocks on his mighty body as she whispered her biting insults. Living out her ultimate power fantasy. Dominating Billy. BILLY. He would never live this down… The fingers on her pussy tightened, and she let out another squeak.
With her experiment concluded, to **** satisfaction, Anna didn’t need to mess with him anymore. The weakness was implanted. Oh yes it was.
It had been days since she’d knocked him out the “traditional” way, and she wasn’t going to start doing it again. Billy’s chin had gone unpunched for a while now. If he wasn’t fully healed already, he would be soon. He’d be back on his A game any day now.
Anna shivered. The idea was glorious. Billy would go back to being an accomplished, unbeatable boxer - his glass jaw would return to unbreakable granite, without anyone from his club ever having taken advantage of it. This whole, shameful period of his life would be smoothed over, all but forgotten… He would regain his pride…
But Anna would still hold the key to his mind. A weakness implanted by his clever little sis. That picture, and that perfume, to remind him of his place if he ever got too full of himself. She could watch him win boxing matches, become a celebrated athlete, all while knowing that she had him beat. That his strong body and harsh training had gone toe-to-toe with her clever brain… And failed. Lost. Lost badly, too.
Billy could become the world champion, for all she cared. His little sister had his number. He would crumble whenever she pleased. She was just too clever for him to beat. Now, and forever… She owned him.
Maybe she would keep fucking with him anyway. It sure felt good to do that. Or maybe she’d be a good girl, and save it for special occasions. Moments when he really needed to be reminded why brains beats brawn. If Anna was so kind, his life might go mostly back to normal from here on out… But his old dynamic with the nerd was never coming back. NEVER.
She hadn’t just beaten him today. She’d beaten him for life. There was no sibling rivalry anymore. Billy had lost it, once and for all.
What's next?
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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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