1. Mistress Cruel Love - Chapter 3 - Deviated Prevert


    Date: 8/29/2024, Categories: Fiction Anal Authoritarian, BDSM Body modification, Discipline, Domination/submission Female Domination, Hardcore Humiliation Interracial, Oral Sex Pegging, Plumper, Reluctance Spanking, Toys, Transvestite, Author: [James Bondage], Source: sexstories.com

    ... frilly dress bunched up and his body shuddered as she assaulted his exposed bottom with endless rubber schlong. His head bobbed and his tongue hung out between low, slutty moans.
    
    Pre-cum dripped from the tip of his sad, imprisoned penis. Darius knew his only chance of reaching climax was the mega-cock pummeling his man-cunt. As it thrummed over his prostate continuously the pleasure built at an agonizingly slow pace. His orgasm was always just out of reach... Until suddenly it was on the verge! Then, the fat horse-cock would sink even deeper in his anatomy, delivering a fresh dose of light pain to go with the overwhelming pleasure.
    
    It was everything. It was his whole existence. In that moment Darius earnestly hoped that he never came again. He wanted nothing more than to be railed forever, his sissy body suspended on the edge of climax.
    
    * * * * *
    
    Darius' body buzzed with nervous energy as he was led down the sidewalk by Heather's leash. She walked just ahead of him, tugging it gently in between smug backward glances at her collared property. She'd allowed him to wear regular clothes tonight, but donning the symbol of her ownership had been the compromise.
    
    He'd begged her not to put him in a dress for their Friday night date with Shireen and Markus. Darius had come a long way, but wearing women's clothing in front of his best friend was the one thing he still couldn't abide. It was the last barrier Heather hadn't crushed, though he knew in his heart she would ...
    ... eventually. This time, she'd shown loving mercy.
    
    In place of a maid outfit or something else feminine, Darius was dressed in conventional formal wear. A smart looking yellow, button-down shirt covered his top and was tucked neatly into a pair of brown dress pants. His burgundy dress shoes, which he hadn't worn in years, tapped along the pavement as they made their way down the street.
    
    For her part, Heather wore a satin, one-piece red number that hugged her plump curves and showed off her enormous ass. A small opening between her breasts gave a peek at her underwhelming cleavage while see-through floral patterns around the sleeves allowed one to glimpse her chubby arms. Below that was nothing but thick legs and heels that looked way too thin to carry her.
    
    Beside her was Shireen. The diva's tight, hour-glass figure was traced by an amazing blue dress. Her dark hair fell in long, curly waves and the sides of her outfit featured thick webbing that allowed anyone to behold her sultry, dark flesh pressed against its silky straps.
    
    Markus plodded along next to Darius. Shireen wasn't leading him by a leash, but she might as well have been. He couldn't take his eyes off her generous figure, strutting ass or the knee-high black leather boots that contained her well toned calves.
    
    Darius' dapper friend was classing it up with a purple fedora, purple suit jacket, a white dress shirt and matching purple slacks. He may have looked the part, but he was no pimp and everyone knew ...
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