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Chapter 31 by ThePinkPiccolo
Well, would he?
Hell yeah!
Jason took a nanosecond to consider. Maybe he was taking advantage a bit much and he had overcompensated in punishing her for her rudeness yesterday at lunch, but she was hot as hell and her ass was too tempting to refuse. Shit he was still naked from getting out of bed with Chelsea anyway.
"Ok", he said cheerily, then turned to Melinda who was standing three feet behind him on the end of her leash. "Melinda, sit!". The commuter dropped happily to the floor and sat there in a cross-legged position while Jason turned back to face the maitre d', his newly erect cock swinging back around to point at her. Cassidy got up onto her elbows and knees, sticking her beautifully rounded ass out towards him and Jason looked longingly towards her pussy below but stiffened his resolve to go for the ass that was offered. He grabbed her by the hips then placed his cock at the tightly closed entrance to her asshole. Slowly, he pushed forwards while simultaneously pulling her back to him by the hips. Initially the resistance felt like it might keep him out altogether, then gradually her sphincter began to give under the pressure and Jason began to slide into her crushingly tight back passage. For a few moments it felt like her ass was going to **** the life out of his cock, but as he began to thrust slowly into her it loosened up and became completely wonderful.
Cassidy's blonde hair spilled forwards over her face as she grunted in time to his slow thrusts "Oooh my", she squealed but Jason continued to fuck her ass remorselessly picking up speed bit by bit as her tight grip on his cock began to loosen and he began to bottom out, reaching inside her so far that his balls began swinging against her pussy. Cassidy gripped his rug in clenched fists as he began to move up the gears, thighs slapping off her beautiful pale buttocks.
Jason slumped down to lie on her back, hugging her from behind, easing up the pressure on her ass for a little while, though still rhythmically pumping away inside her bowels, allowing him to reach around her thighs and let his fingers explore her pussy while he fucked her ass. She shuddered as he rubbed firmly on her clitoris, then delved deep into her pussy with a pair of fingers, all the while maintaining his piston-like pumping in her anus.
"OOoooh Mmmmm!" groaned Cassidy in pleasant surprise.
Knowing that he was nearing completion, Jason nodded to his pet Melinda who looked up at him in an expression of complete devotion. "The pen. Now!" he instructed. Melinda quickly fished the pen from the back pocket of Jason's pants that she had been carrying and handed it to him. Releasing Cassidy's pussy to take the pen, Jason leaned back, momentarily pausing her ass-fucking to write on her left buttock: "Cassidy will orgasm whenever I do", then tossed it back to Melinda and resumed banging away on Cassidy's rear end once more at full pace. Within minutes he felt himself let fly his cum directly into the greeter's rectum.
"Oooo! FUCK!" yelled Cassidy. "Oh yes! yes! yes!" she squealed in exquisite delight, finding her own orgasm suddenly arriving as soon as his warm cum squirted inside her. "Oh fuuuuuuuck! Yes!!!!"
A minute later, his second fuck of the morning complete, Jason rolled over and lay sprawled exhausted on the carpet, and let his eyes close once more thinking he deserved a quick rest.
What's next?
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Mightier Than The Sword
A pen that can rewrite reality
With this pen you can rewrite reality... Will you use it for good or more... personal reasons?
Updated on Sep 27, 2024
by ThePinkPiccolo
Created on Feb 16, 2022
by storylord1337
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