Tight Squeeze

A very skinny and tall Clussy was there to greet him. She looked like a supermodel in terms of her body, but her white makeup, goofy grin, and southern drawl was unlike any model on the runway.

"Howdy, my name's Titchy. Everyone is trying to loosen up my poop shoot, but only the hardest dicks are gonna fit me here!" She giggled as she grabbed hold of his hand and led him and Flossy to a chair. "You wanna lube him up first, hon?" The woman asked Flossy while holding out a tube filled with clear liquid for her to use on him. Flossy smiled at Anon and nodded in agreement before sitting down on the chair beside him. She squeezed a generous amount of lubricant onto Anon's dick and slowly rubbed it inwards until his entire shaft was slick and glistening with oil; making it easier for him to slide inside Titchy's asshole much quicker than normal. When she was satisfied with how slippery his penis was, she slid down onto it herself; moaning quietly as she took every inch of his massive cock inside her tight rectum without breaking a sweat.

Titchy sat there silently, waiting for Flossy to get Anon the hardest he could get; all the while smiling smugly as she rode his cock like a pro. Eventually, she reached underneath herself and pulled his hands away from her waist; turning around so that she was facing away from him instead. Once she was comfortable on top of him again, she leaned forward slightly so that he could start thrusting into her anus; pushing herself back against him as he fucked her harder than ever before. Anon didn't know what to expect from this experience but he soon found himself enjoying himself immensely, but before he could cum, Flossy stopped, pulling herself up with a pop.

"Okay, your as ready as you'll ever be for Titchy. Now give it everything you've got!" Flossy encouraged him before laying herself back down atop Titchy's asscheeks; spreading them apart and revealing Titchy's dark pink asshole for Anon to see—his cock glistening with lube dripping off his tip. He looked down at Titchy's anus before slowly pushing his cockhead inside of it; feeling a slight resistance before slipping inside without any problems. He pushed deeper inside Titchy's ass until his cock was at the halfway point. They weren't kidding when they said she was tight! His cock felt like it would be crushed by Titchy's well trained asshole if he went any farther so he withdrew back half way—only to find himself face to face with Flossy once again; waiting patiently for him to move on and continue fucking Titchy in earnest.