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Chapter 12 by brownb1266
Is Penelope enough of a tightass to prevent his intrusion?
Anything can fit if you shove hard enough
Penelope wince and grunted helplessly, her anus puckered against this man who'd yet to say so much as a word to her's cock as it poked and prodded, trying, and thus far failing to slip inside, unfortunately for Penelope that didn't make the attempts any less painful or humiliating... she registered for the show knowing she was risking being fucked for anyone and everyone to see, and a part if her had even enjoyed the exhibitionist thrill of it, in theory, but the idea of having her rear spread around this massive black monster of a cock for the entertainment of possibly millions was mortifying... she really hoped no one she knew would see this... "I-I already told you! It's not going to fit! Stop already!" She demanded angrily tugging at her restraints. She would quickly regret this outburst, as she felt the masked mans hands on her hips, gripping them, a bit rougher than necessary from determination, before she heard a forceful grunt.
Penelopes eyes watered, she let out a girlish squeal of pain, and had she not had the good fortune of relieving her bladder earlier, she was fairly certain she would have pissed herself, as with one forceful thrust, she was impaled ass first on his cock. "O-ow! F-fuck fuck fuck aggghhh!" She shrieked and trembled gritting her teeth, certain she'd just died, she had been split right down the middle by his cock, there was no way she could have possibly survived. To his credit, the masked man stopped, sheethed inside of her to let her adjust, reaching around with one hand, teasingly rubbing up and down between her shamefully wet lips. Her shrieks and struggles became grunts and squirms before finally becoming whimpers and shameful moans. "F-fucking... asshole..." she muttered grumpily before letting out a squeek, her cheeks rosy red as she felt him start genly and slowly thrusting in and out of her sphincter, all the while beginning to massage and finger her nether lips. She was helpless to do anything but take his cock, whimper and moan, she was completely humiliated, and in a sick way, that just made it hotter. Penelope reminded herself to get a therapist after this. She winced slightly as he began picking up his pace, thrusting harder and faster, though he seemed to be watching and listening to her, checking her reactions, causing her to let out louder groans and grunts, her juices drooling down his fingers, dribbling down onto the carpet. She wasn't sure how much more she could take, she was overwhelmed by pain and pleasure, but she didn't know if she could face the world if she came with this ridiculous cock pounding her rump on camera for everyone to see.
Can Penelope hold back her orgasm until granny finishes?
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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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