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Chapter 37 by Raljo Raljo

What's next?

Anna fakes going out

“Guhhhnn… Ahhhh… Urrrrrr…” Anna groaned.

Fuck. Billy really was strong. He was actually halfway to knocking her out, with just his arms. This bearhug was too much…

Anna knew she had no hope of getting out of it. She’d had some nice victories over Billy recently, but she couldn’t overcome this. Her big brother was just… WAY too strong…

Her clever mind flickered and her head nodded forward briefly, barely catching herself before going out. But it was getting hard to stay awake. Billy’s hot breath was on her neck, his animalistic grunting in her ear as he squeezed her right. Just squeeeezzeed her, with those big, powerful arms…

He was a brute. A big, strong fucking brute. But he was winning. He had won. Her small nerdy body was no match for his. Try as she might, she knew she couldn’t break free. Couldn’t outgrapple him. Couldn’t fight those big, strong arms…

Anna wiggled in his grip, uselessly. Her head flopped around as she tried feebly to break loose. She didn’t have the energy to hold it upright anymore. As she moved, her round ass rubbed against Billy’s bulge, drawing another grunt from his lips. Anna gulped.

As her energy waned, she came to a rest, with his dickbulge pressed between her round cheeks. Hotdogging her through his boxers. God, he had a fat cock, she could just tell

“Ooohhhh…” Anna moaned again as those big strong biceps squeezed ever tighter. Fuck, she didn’t even know it could go tighter than it had been… She was so stuck.

Just how strong was he? She’d had him surprised. Pinned down beneath his bedsheets. But now, he’d turned it on her, and there wasn’t a thing Anna could do to think her way out of it. She hadn’t expected it to turn out like this at all.

This was nothing like the time she’d knocked him out. The time she’d seen him go down, felled by one almighty uppercut. He’d been ****. Stilled. Quieted. Put to sleep by his little sister’s punch. These big biceps hadn’t been so strong then. They’d been useless. Useless, oversized lax muscles, with no signals to command them, because their master was ****. Nothing but big soft jelly. Not a trace of strength or hardness to be found.

Anna thought about how stupid her older brother had looked, as he lay there. How pathetic. How embarrassing. Was she about to look that same way…? Anna gulped.

There was only one way out of this. Mercy. But, frankly, Anna knew that Billy wouldn’t be giving her any of that. Which meant the only way out, was to trick him into letting her go.

She was pretty close to being knocked out. She couldn’t believe it, but it was true. But maybe, if she acted like she was just a bit closer than she really was… He would release her when she “went out”.

With no better idea, Anna just moaned, and slowly went limp in his arms. She was going to make it look like she'd been squeezed out by her brother's big, strong arms. But she knew she had to really sell it.

As she relaxed her body, Billy still held her tightly, growling in her ear. His animalistic, primal vocalizations kind of turned her on. He was a wild beast… And she was either going to outwit him, bring him to heel like the clever human she was… Or she was going to fall prey to this animal.

“No… No…” she mewled, weakly. Anna knew that she had to sell this to him if she didn’t want to go out for real. “I beat you… I owned you… When we b-boxed, I…”

“Shut up,” Billy commanded, squeezing her tighter and earning a squeak in response.

It was counter-intuitive, but goading him on like this was actually playing to his ego. If she was begging to be spared, or praising him for his strength, he might be inclined to hold on a bit longer. Drink in the glory of the slow squeezing knockout. But Anna hoped that if she taunted him instead - reminded him of past humiliations - he would be more likely to drop her soon after she went limp. To be done with her quicker. It wasn’t a guarantee. He might actually want to squeeze her even longer for the same reason. But it was the only hope she had. If he was ever going to release her quickly after thinking she went out, it would be after she’d riled him up. Even if it did mean enduring tighter squeezes while making him mad…

This can’t be happening…” Anna moaned, like she really was in disbelief that Billy could ever overpower her. Which, to be fair, was exactly the misguided attitude she’d had when she first came into the room.

She come in, excited to play with him some more. She had knocked him out when they boxed. Hell, MOM had knocked him out when THEY boxed. Anna had pinned him to the wall and choked him until Heather had to step in. It might have been a bit optimistic, but Anna had genuinely felt like she could just overpower her big brother now. Like the secret was out - he was never that good. Never that strong. And it was time for his nerdy little sister to take control. To have her fun, and use him any way she liked. After all, he’d been revealed to somehow be her inferior. He’d even fucking admitted it! ADMITTED she was better than him, that he was scared of teaching her how to box because of how fast she learned. She knew how he really felt now. And she knew that she could use him however she liked.

That was what Anna had thought, as she snuck into Billy’s room, eager to make him humiliate himself even more. She knew about the moms’ boxing seminar he was running at school - and the idea that he’d been beaten up at it, that he might have even LOST, to some random MOM - it was too good to ignore.

She was a long-repressed nerd, tripping on newfound power, and she wanted Billy to humiliate himself for her. After all, he was weaker than her anyway. TERRIFIED of her, even. Pinning him to the wall had been such an unexpected rush, and she wanted more.

But underestimating Billy’s brute strength had led to this. A tight, squeezing bearhug, that threatened to put her to sleep. So as she rambled, giving the image of a delirious younger sister, she was only half-acting. All for Billy’s benefit. The boy who was so scared of her must have been drinking this up.

I… I knock you out… You don’t knock me out, I knock you… This wasn’t supposed to… No…” Anna droned weakly. She didn’t need to fake the airy wispiness of her voice - that was all she could muster. “No… Not me… Not me… You’re… No…

Her weak pleading was turning Billy on. Finally, after suffering humiliation after humiliation, he was getting one back. His dick throbbed against Anna’s ass, threatening to shoot his load inside his pants as the feelings washed over him. He was in control. He hadn’t needed to be so terrified of his nerdy little sister at all. Without the loaded gloves, she couldn’t even touch him. She was just an overconfident fucking nerd.

Billy leaned in close, bringing his mouth to Anna’s ear. A gentle sigh escaped her, head lolled to the side, as she felt his warm breath on her neck. She couldn’t help but subtly grind her ass against him as he whispered through clenched teeth, right into her ear.

I got you. Just go to sleep. I fucking got you.” Billy growled.

Anna cooed quietly, the words making her feel a way she hadn’t expected to feel. Hot, tingly. Well, she had expected to feel that way while domming Billy - the unlikely power dynamic when she was on top felt incredible. But somehow, those rough, threatening words of his were making Anna feel good too.

Still… It looked like he was taking the “bait”. If you could call it that. The danger was legitimate, but her performance had seemed to work in making him think she was closer to oblivion than she really was. And if she could somehow turn this around, it would probably feel even better.

It was time to go out. Time to “lose”. If she waited any longer, she might go out for real. Squeezed to sleep by her brother’s big hug…

Nooo… I’m… You… You can’t… Who… Who beat you…? Who…? Wh-Who……? Ohhhh…

Anna rolled her hips in a few final, useless displays. Rubbing her ass against him, giving that fat cock two firm pumps. Then Anna let her head loll as she concluded her performance, going “out” in Billy's bearhug. Doing everything she could to give the illusion of being knocked out.

Ahhhh…” she let out an airy, breathy sigh, to seal the performance. Anna could feel Billy’s cock throb against her ass as she went still.

Thaaaat’s it…” Billy growled into her ear. It was all Anna could do to not let out a whimper. She needed this to be convincing.

He held the bear hug a while. Anna just let herself dangle, hoping he wouldn’t finish her off for real. She couldn’t believe how strong he was, how long he’d been able to keep up this tight hold… He was so strong…

Anna felt herself starting to go. Her waking mind was fading to his squeeze. No. No! Just a bit longer. She felt Billy subtly rubbing his cock against her ass. Drinking in his victory. Enjoying himself.

THAT’S a fucking knockout…” he growled, satisfied. “Squeezed into oblivion… That’s a first. Weak fucking nerd.

He had never knocked someone out like THIS before. Never grappled someone THAT much weaker than him. He was revelling in it. Finally, after all those embarrassing defeats… After losing by uppercut knockout to his own little sister, after his mom officially considered herself the better boxer, after becoming Karen’s ****… HE had knocked ANNA out. Reclaimed his placed on top. Used his brutish muscle to overwhelm the struggling nerd. Made her fall asleep in his arms, with her ass on his dick…

Anna still had a few seconds of consciousness left. She just had to hope Billy would let go of the squeeze before she actually ran out, and went to sleep in his arms...

Is it over? Did her plan fail?

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