Chapter 7
by
Emery
Should Lacey do his little wager and touch her toes?
He said he'd leave her alone, so yes!
Lacey does her best to consider all the angles of his offer. She hasn't tried touching her toes in years, but how hard could it be? And if it got him to leave her be, then the 100k seemed like a sure thing. She shrugs. "Okay, fine. If it means you'll fuck off, I'll touch my toes." She faces forward again and stops moving across the beam so she can lean down, so she can try touching her toes as she bends at the waist.
Lacey really had not been listening closely earlier when Danny D went over the updated rules for Cross to the Other Side. The instant her fingertips graze her toes as she's bent over with her round ass stuck in the air, the black man's broad cockhead brushes over her puckered rosebud. She can feel him spreading her cheeks, the pale and round cheeks overflowing his dark hands. Caught off-guard, all she can do is lift up on her tip-toes as that slicked up cock prods and prods at her tight asshole, her hole starting to yield, little gasps falling from her open mouth. "W-wait! I can touch them, I can touch them! Leave me the fuck alone!"
"Sheesh! You must be the first slut to ever fall for that toe touching line! I've hit the jackpot with you. Stupid and fat-assed!" The harder he pushes with his hips, the more his cockhead manages to wedge itself inside her tight hole, her virgin ass resisting each and every nudge of his slick cockhead.
Lacey is at a loss for words. She wants to tell him to fuck off for thinking her stupid. But she's the one who bent over and basically stuck her ass up at him thanks to her falling for a cheap trick. His lubed cockhead bullies its way into her ass, her hot insides reflexively squeezing at it as she holds onto her legs to steady herself. Her first cock ever in her ass has her gasping, her insides burning as they struggle to stretch as they never have before, the inner walls of her ass gripping at the black cock trying to make its way deeper.
The voice of Danny D booms over the speakers, "There you have it! Another loser on Fucked or Fortune! Let's all watch Lacey get buggered up the ass!" The monitors above the balancing beam all show the same scene: a bent over Lacey desperately clinging to her ankles as the beefcake of a black man behind her forces his cock deeper and deeper into her tight asshole, the pale cheeks of her ass a stark contrast to the dark, glistening skin of his shaft. The shot zooms in for a closeup on her puckered hole, on how it's already starting to gape from his girth. More than half that black cock remains outside her ass, showing she hasn't even begun to take his full length.
Lacey wobbles there on the balancing beam as he starts to thrust, her rounded ass cheeks parted by his cock, more and more of his shaft slipping inside her. The deeper he pushes, the louder she moans, her head tilting back as she lets her tongue loll from her mouth. Putting her braids within reach of him proves to be a mistake as he takes hold of each one, tugging back on her hair to pull her back into his thrusts, her lower back dipping down, her plump ass lifted high. With a savage thrust, he seats himself fully inside her ass as she cries out, "Fu-fuck, fucking hell!" His length astounds her, her inner walls gripping at all nine inches of him, her hot, velvety insides caressing the cock inside her despite her own anger at being tricked into her first assfuck.
The rapid crescendo of his hips pummeling her ass slams his cock inside her again and again, her hot hole doing its best to adjust to the monstrous length plundering the depths of her ass. Her insides grip tighter at him. The blush to her freckled face never fades and only deepens as he wraps her braids around his fists for a better grip. Her pussy is soaked. Her first assfuck ever is going to make her cum. Her soft thighs quiver with the impending climax.
He leans in, his hips a blur on all the monitors above, his cock squelching inside her from all the lube. "Go ahead and cum with a black cock up your ass like a good PAWG should. Stupid slut. You didn't have to come on a game show if a black man's cock up your backdoor is all you needed." Ramming in deep, he holds himself against her, every last inch of his cock pushed up her ass, his throbbing length filling her, her mind a haze of freshly fucked bliss.
Hot spurts of cum flood her asshole and Lacey starts cumming too, cumming hard, her ass milking every last drop from him as she can't help but buck and moan against him. All thoughts of the 100k are forgotten for the moment, too distracted by the cock deep in her ass. When he pulls back, his cock tugs free of her stretched sphincter with an audible pop. She looks up to the monitors and whimpers at the sight of the closeup splashed across all their screens: her gaped asshole leaking his cum as his dark, cum-slick cock rests against her soundly fucked hole.
The black man who just took her anal virginity slaps his shaft across her ass. "Told ya I'd have this ass." He shifts a hand to her lower back and shoves hard.
She's too stunned by the unfamiliar sensation of a stretched and abused asshole to pay attention until her knees land on a board covered in birdlime. She puts her hands down in the stuff to try and push away from the board, only to get them stuck too, leaving her stuck there on the sticky board on all fours, her asshole gaped and leaking the cum of the big, black man she'd just met moments before he fucked her ass.
Danny D steps up beside her and pats her on her head of red hair, her twin braids somewhat messy. "Let's hear it for Lacey, folks! Such a pathetic showing for Cross to the Other Side, but that assfuck was out of this world!" He unzips and pulls free his impressive length, Lacey's eyes going wide at the sight of what must be ten inches of cock. A fat ten inches, no less. Danny D taps her cheek with the broad, blunt cockhead, smearing his pre across her pretty face. "Course, we'd never be happy with just one fuck here on Fucked or Fortune!"
Just how fucked is Lacey?
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Fucked or Fortune
Stuffed with cash or stuffed with cum?
Contestants compete against each other or against the host on a web show in challenges that will test their sexual wits. If they can complete their challenge, they'll walk away with $100,000 cash. However, if they fail, they'll be subjected to sexual punishment and forever be immortalized in their 'Hall of Shame'
Updated on May 1, 2026
by uberwald
Created on Oct 27, 2016
by 11341
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