It’s week number three for Miss Xi’s slave creep. She originally caught him snooping around her yard and looking through her window and in a surprise attack captured him and secured him in her basement where she has since blackmailed him to come serve her every week. This was supposed …
Club Stiletto: Let’s See How High He Can Kick
Dressed in latex Mistress Irene is sitting on her slaves face and making him fight for air. “It’s a real pleasure / pain thing under my ass” she says as she runs her hands over her massive big beautiful booty. She tells you to kiss her ass cheeks while the …
Clubstiletto – Breast Worship Cum Shot
Skylar tells her brother that although he is older she feels, now that she has turned him into her slave, that the roles have changed and she is more like a mommy to him. As he has pleased her lately she decides to reward him by letting him suck on …
Clubstiletto – Miss Lydia – Nasty Double Worship
Why should a girl content herself with only one slave? Might as well put multiple bitches to work! Miss Lydia instructs her subjects to worship her unwashed body- one to minister to the ass, one to minister to the feet. In order to motivate these losers, she promises them that …
Clubstiletto – Miss Jasmine – Three Trick Pony
It’s a beautiful summer’s day and Miss Jasmine takes her ponyboy out for a ride on the mountain trails. As he carries her on his shoulders, she makes him stop to do squats, crop in hand to ensure he does things exactly as she requires. She instructs him to high …
Clubstiletto – Miss Jasmine, Mistress Kandy – Useless Carpet Bitches
Mistresses Kandy and Jasmine have two bitches at their disposal. One is primed to serve as a carpet; Miss Jasmine figures she can even out his botched tan with some trampling! The other slave, a young prospect, is bound to a chair, resting on his back. Jasmine, then Kandy both …
Club Stiletto Miss Jasmine: Bang Bang Ballbusted
She starts with some solid strokes of the paddle across his cock and balls and then follows it with a few hard kicks to his groin as well. Jasmine comments how she loves how his balls flop up when she strokes them with an underhand motion. Jasmine occasionally takes his …
Clubstiletto – Goddess Samantha – Married Panty Sniffer Caught And Forced Into Slavery
After discovering a pervert sniffing her panties in the laundry room, Goddess Samantha drags him back to her apartment for a dressing down. She tells him to take his clothes off, and while his expression is one of surprise, he does it in anticipation of some hot sex. She instructs …
Club Stiletto Raevyn Rose: That’s Why men Like you Are Putty In My Hands
Sexy Miss Raevyn is laying on the bed and asks her slave what he’s admiring, her feet or her ass. "Both Miss Raevyn, they are both so amazing" he replies. "That’s why men like you are putty in my hands" she replies with a smile, knowing this desperate creature will …
Club Stiletto: It’s Hot and Wet and Wonderful
Mistress Kandy calls her slave in on his knees and tells him to sniff her pussy. Unsatisfied with his efforts of late she has decided he will be close when she but not as close as he likes. Instead of being her toilet he will be her bath mat while …
Clubstiletto – Ruby’s PVC Ass Crush
Domina Ruby has one slave blindfolded on the floor and another in the stocks. Today she’s working them both over big time. She starts by plunking herself down on the first slave’s chest, knocking the wind out of his lungs. She bounces up and down, causing him to grunt and …
Clubstiletto – This One Still Has A Pulse
Domina Ruby and Miss Jasmine have been abusing slaves all day. Even though this one has taken a lot they aren’t quite done with him. Slave gets the ultimate woman handling with ballbusting, ball kneading, smothering and flying buttdrops on his groin. Lots of aggressive ass twerking on his face …
Clubstiletto – Miss XI – Creep Catcher Part 1
Miss Xi has someone locked in her trample floor and is kicking his face to wake him up. The fellow is dismayed, he has no idea how he has got into this position because last he remembered he was prowling around Xi’s window, stalking her. He’d been doing it for …
Club Stiletto Raevyn Rose: My Armpits Deserve Some Attention
Miss Raevyn is one of the hottest new Dommes on the scene and at an early age she has discovered how she can control men with the snap of her fingers or a sideways glance. She tells you how she has put her slave through the grind today by trampling …
Clubstiletto – Mistress Kandy – You Don’t Need A Girlfriend Or Friends Just M0mmy
Sexy MILF Kandy lies sunning in her backyard. Her son is at her feet and her son’s former friend lies underneath her arms, acting as her pillow. Kandy has enslaved them both, and has made them compete for her attention to ensure they dislike each other, even though they were …
Clubstiletto – Princess Lily – My Feet Are Dirty And Sore
Seductive Princess Lily sits with her feet up on a mat, wearing only panties. She tells you she’s been working all day and her feet are positively aching. Once you see the amazing close up shots of her soles and toes, you’ll want to bend over and take a lick. …
Club Stiletto: Mesmerized Into Loving Cock Part Two
You are back for another counseling session with Jasmine and Staci. Your first session was recorded and HERE for the whole world to see. The ladies have done an excellent job modifying your mind to make you lust for hard cocks. To risk your desire diminishing and to strengthen your …
Club Stiletto: Big Juicy Farts
Here’s one of our favorite clips from 2015. Miss Olivia Rose and Mistress Kandy love humiliating their worthless slaves in any fashion they can, and the ladies really prove it in this clip. Both girls unleash mega farts in this guy’s face, and he can’t help thanking them for it …
Clubstiletto – Miss XI – He Can’t Say I Didn’t Give Him A Chance
Sexy Asian Princess Miss Xi is sitting on her slaves face while swinging her crop between his legs, sometimes making contact other times just scaring him senseless. She has already given this slave a serious ballbusting beatdown so he knows she can be super cruel. After a minute she gives …
Clubstiletto – Mistress Kandy – Kandy Gives Sissy Cocksucking 101 Training
Kandy has transformed her gardener ‘stud wannabe’ into a sissy cocksucker and is training ‘her’ to service men for a fee. The sissy now lives in makeup and pretty pink dresses 24/7. Today, Kandy stresses that the sissy has more to do around the dungeon than just suck cock; she …