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Chapter 9
by SimpleWriter
How Does Bree Respond?
Terrifying confidence
Bree laughed. Not a big laugh, just the amused chuckle of a schoolyard bully who's about to shove someone's face onto the ground. "Does your tiny little brain even know why you made that stupid bet? Subconsciously, you know exactly what I'm going to do to you when you lose, and you're such a repressed sub that you want all of it."
Sam felt a knot in his stomach and he didn't know why. She was clearly just hassling him the way she always did, but he couldn't think of a comeback.
Deciding to ignore it and plunge forward with the plan, Sam plunged forward with his dick. He thrust his whole length in, all at once. His cock was now much bigger than it had ever been before, and every inch of that length was being squeezed by her warm, almost hot pussy. He pounded into her, and she fit him like a tight glove, perfectly matching his huge cock thanks to the rule he'd written earlier. It felt amazing! He was no longer a virgin, and he'd achieved that by fucking the hottest, most unattainable woman he'd ever met!
Sam laid forward, pressing his chest against her back. He loved this position, it let him have full contact with Bree's hot, light brown skin. He couldn't see her face, but he knew she must be getting incredibly worked up from the massive cock that her pussy was made for. He leaned in and nuzzled her neck, deeply inhaling the scent of her hair. His lips grazed her soft skin.
"No kissing, asshole!" demanded Bree. She was breathing hard, but not nearly as hard as Sam had expected. "We're fucking, not exchanging a tender moment, dumbass!"
Sam was shocked. She was still like this? Even with a huge cock rubbing her most sensitive spots as fast as he could go? Sam's sense of how to pleasure a woman was telling him to slow down, but he was so worked up that it was hard to do that. Instead he reached around her and pinched another spot he could sense was sensitive, her nipple.
"Ow, not so hard!" yelled Bree.
"Sorry!" said Sam. "Could you lift up a bit so I can get around there easier?"
The gorgeous lesbian sighed in frustration, then pushed herself up onto her elbows. "Yeah, whatever, pindick."
"What the fuck?!" said Sam, pushing in and out of Bree as fast as he could, partly out of sexual need and partly out of frustration. "Come on, you can obviously tell that what I've got is definitely not a pindick!"
Sam still couldn't see her face, but at least Bree moaned lightly before she said, "Yeah, you're packing a little more heat than I expected. Still, your virgin energy isn't doing you any favors."
This broke Sam's brain. He'd made sure that his cock was huge and that sex with him would be pleasurable, but he still couldn't get Bree to admit that this felt good! He got angry, so angry that he ignored what his senses were telling him about what Bree would find pleasurable. Right in that moment he didn't want to make her happy, he just wanted to fuck her.
Sam pulled back, sitting up, but still leaving the tip of his long cock in her tight pussy. He grabbed one of her legs and pulled it to the side, then up. This made her spin around on his dick, and he stepped over her other leg and kept pulling on her until she had completely flipped over. Her big, mocha colored breasts jiggled, distracting him for a moment. They looked so hot, he instantly went back to pounding into Bree's slick cunt as fast as he could.
Bree's eyes were squeezed closed. She did seem to be worked up, but not to the levels that Sam had expected. Then she opened her eyes and saw the slack jawed look of **** exertion on Sam's face. She smiled in a way that Sam had seen many times before and always hated. It usually meant she'd thought up a new insult to hit him with. This time, she didn't say anything. Instead she moved her arms together, squeezing her big tits with her upper arms.
Sam gripped her toned thighs, sculpted to perfection by regular, intense exercise. He pulled tightly on them, feeling how smooth her skin was, as he pistoned his hips to ram his big cock into her as fast as he could. He could easily sense that he needed to slow down for her pleasure, but his sex-fogged brain couldn't make his hips slow down.
"No..." panted Sam weakly as he stared at Bree's incredible body and realized what was about to happen.
"Yes!" she responded, moving her arms up and down to make her big, round tits rub against each other in a way that she knew would drive Sam over the top.
Sam came hard. His whole body tensed up to the point of freezing in place as the hardest orgasm of his life hit him. For the first time in his life he was cumming inside a woman, and not just some random girl, but the super hot lesbian he had to see every day because he lived with her. The tall, stacked woman he'd jerked off to so many times while watching porn. It was the greatest moment of his life.
Then the blood rushed from his head and his body went limp. He fell sideways, pulling out of Bree as the post nut clarity hit him and he realized that this was about to be the worst moment of his life.
Lying on his back, Sam saw Bree get up on her knees, then move over him until she was kneeling above his head. Her tight pussy lips just inches from his face, he couldn't look away from them as she started to finger herself.
"Pathetic," said Bree. "I'll admit, your cock actually felt pretty good, but only someone who's never actually touched a woman would think any amount of natural talent would feel as good as sex with someone you love and are actually attracted to. Also, did you really think a virgin like you could hold out against me? I didn't even cum. Don't worry, though, I can finish myself off."
As Bree closed her eyes and fingered herself, almost certainly fantasizing about Samantha, Sam realized what this meant. His eyes went wide with terror as he thought about the threats of dildos Bree had made earlier and the extra rule he'd written before she'd come to his room.
New Rule: Any time a male twin and someone make a bet about sex, there's nothing they can do to get out of it.
That rule had seemed like such a good idea when he was making his plans. Now, as Bree's spray hit his face, he realized how bad the next month was going to be.
Just how much does Bree him?
The Rulebook
You find a Rulebook that lets you rewrite the rules any organization has to follow
A lucky protagonist stumbles across a magic book that lets them rewrite the rules.
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Updated on Jun 15, 2025
by Sttm
Created on Jul 27, 2017
by ashes2ashes
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