Candy sauntered into the dimly lit hotel room, her hips swaying seductively as she sized up the pathetic excuse for a man already waiting for her. He was exactly what she expected – short, skinny, and meek, with a face that screamed ‘sissy boy’ before he even opened his mouth.

“Well hello there, little man,” she purred, slipping off her heels and kicking them aside. “I see you’ve already got my money ready and waiting. That’s good. Shows me you know your place.”

The sissy slut nodded eagerly, holding out the thick envelope of cash like a puppy presenting its favorite chew toy. “Y-yes Mistress Candy, I have the full $1000 right here. Just like you asked.”

Candy smirked, snatching the envelope from his trembling hands and counting the bills. “Good boy,” she cooed, tucking the money safely into her bra. “Now then, let’s get started shall we? I don’t have all day to deal with a little bitch like you.”

The sissy slut blushed, his cock twitching in his panties as he watched Candy step closer. “Wh-what do you want me to do, Mistress?”

Candy laughed, a cruel, mocking sound that made him shiver. “Get on your knees, obviously,” she snapped, lifting one manicured foot and pressing it against his face. “That’s what you’re here for, isn’t it? To worship your betters and debase yourself for the privilege?”

He moaned, burying his face in her shoe and inhaling deeply. The smell of her feet was intoxicating, musky and strong with a hint of sweat that made his head swim. He licked at the leather, trying to get every trace of her scent on his tongue.

“Mmm, yes, that’s it,” Candy purred, grinding her foot against his face. “Get it nice and wet. I want my whole foot slobbered on like the dirty sissy you are.”

He whimpered, his cock leaking pre-cum into his panties as he lapped at her foot like a dog. He could feel her heel digging into his forehead, marking him as her property, and it made him ache with need.

Candy shifted her other foot, pushing it into his crotch and rubbing against his hardness. “Fuck, you’re so pathetic,” she sneered, grinding her foot down harder. “Getting off on being treated like a worthless piece of shit. I bet you’ll cum in your panties like the little bitch you are if I keep this up.”

He sobbed, humping against her foot desperately as he sucked on her toes. “Please Mistress,” he begged, his voice muffled by her shoe. “Please let me cum. I’ll do anything…”

Candy just laughed, lifting her foot from his face and wiping his spit on his hair. “Anything, huh?” she mused, a wicked glint in her eye. “Well, since you asked so nicely… go ahead and pull out that pathetic little dick of yours. Let’s see what you’ve got.”

He flushed scarlet, fumbling to undo his pants and shove them down. His cock sprang free, hard and throbbing and leaking all over itself. It was tiny compared to what he imagined Candy was used to, and he hung his head in shame.

“Oh my god, is that really all you’ve got?” Candy mocked, prodding his dick with her toe. “No wonder you’re so desperate for a real woman’s attention. This little thing would never satisfy me.”

He sobbed again, humping against her foot as he stroked himself off frantically. “P-please Mistress,” he whined, his balls tightening as he felt himself approaching the edge. “I’ll do anything you want. Just please let me cum…”

Candy considered him for a long moment, then smiled cruelly. “Fine,” she purped, pressing her foot down on his cock and holding it there. “But you better not make a mess. I won’t hesitate to punish you if you dirty up my shoes.”

With that, she began to move, grinding her foot up and down his shaft as he thrashed and moaned beneath her. It took only a few strokes before he was cumming hard, his tiny dick pulsing as it spilled its pathetic load all over Candy’s shoe.

She grimaced, pulling her foot away and inspecting the mess he’d made. “Look at this shit,” she snarled, wiping his cum on his face. “You’ve just lost any privilege you might have had with me. Now get the fuck out of here before I call security and tell them what a disgusting pervert you are.”

The sissy slut scrambled to his feet, scrambling for his clothes and sobbing as he ran for the door. Candy just laughed, counting the money from his wallet and tucking it safely away. One more pathetic sissy humiliated and drained, she thought with a smirk. And there were always more where he came from at sinfulkink.com/candy/