Princess Skylar has been invited to the most exclusive costume party of the year. Normally she would bring her hot boyfriend but this year she got a better idea. She wanted to bring her fat slave and humiliate him in front of all her friends by making him worship her …
Clubstiletto – Princess Skylar – Eat It Bitch
Sexy blond BBW Skylar comes home and approaches her slave who is locked under her toilet chair and in chastity. She tells him she has been holding in the biggest ever and she is going to use his mouth and tongue to prepare her for her dump. She mocks him …
Clubstiletto – Domina Ruby, Princess Skylar – Dirty Deeds For Dirty Slaves
Domina Ruby and Princess Skylar have been working their slaves over all day and have decided it’s time to play a game. The gorgeous Ladies instruct their bitches to remove their stilettos and to suck their sexy toes. There’s going to be a race! The slaves must crawl across the …
Clubstiletto – Princess Skylar – Skylar Ass Slams Him To Oblivion
Princess Skylar enters the room looking very sexy in a PVC dress. She addresses her slave, who lies on the ground with his head facing upwards on the couch. He’s in position to be brutalized by Skylar’s huge ass. “For my amusement I’m going to abuse your face with this …
Clubstiletto – I’m Thinking of My Black Studs Cock, hubby
Princess Skylar can’t get enough sex, sometimes she’s so horny that she needs to get fucked from her cuck before her hung boyfriend gets there. Her cuck is not good enough or endowed enough to use his real cock of course so she locks him to the cage and fits …
Clubstiletto – Princess Skylar – Punished Ass Licker
Sexy Princess Skylar has her chastised slave bound to the strapping bench and is cropping his ass, legs, feet, and so on. The poor bitch is crying out in pain and she reminds him that the chastity belt is to remain on for at least another month. She is totally …
Clubstiletto – Princess Skylar – I Left It Nice And Dirty For You
“It’s that special time of day where my slave has to show his devotion by licking my ass” Skylar says. As the camera pulls back you can see that she is actually already sitting on her slaves face. She stands up and the slave gasps for air. Now you get …
Clubstiletto – Foot Sucking and Fucking Brother
Princess Skylar comes into the house to find her brother waiting on his knees for her; blindfolded with hands cuffed behind his back. She has left him there and told him not to move until she returns. She takes hold of his leash, and as she sits down, she tells …
Clubstiletto – See how Much Fun It Is To Whip Him
Domina Ruby and Princess Skylar are back and once again punishing the office slaves, the former CEO and new office boy. Watch as Ruby shows Skylar the art of whipping using the CEO as her target. First she demonstrates her skills and then hands the whip over to Skylar so …
Clubstiletto – Princess Skylar – This Big Ass of Mine
The scene opens with young pretty and fleshy Princess Skylar talking to you, explaining that a slave must understand he gives up all control to his Mistress. “You even give up the right to breath.”, she says. It’s in her control and you can see by the slave under her …
Clubstiletto – I Only Fuck Black Men, White Boy
The scene opens with a hooded man lying on the floor. Skylar nudges him with her foot and tells him to wake up. When he finally awakens, he reaches for the hood, which has no eye holes, and says “What the fuck is this?” Well, it turns out that Skylar …
Clubstiletto – Miss Jasmine, Princess Skylar – It’s a Thing Not a Person
Princess Skylar and Miss Jasmine invite a new Domme in training, Miss Tawney over for a drink. They are all wearing gorgeous boots and put a human carpet to use. His cock and balls are tied and they each take turns yanking on the rope. Jasmine loves working out her …
Clubstiletto – Princess Skylar – Studs, Slaves and Vibrators
“I’m on top of the world right now” exclaims sexy Princess Skylar, as the scene opens. “I have slaves for everything – cuckold slaves, foot slaves, cum eating slaves, AB slaves who like to nurse on my beautiful breasts, slaves who lick my armpits, slaves who will do everything I …
Clubstiletto – Tag Team Ballbusting
Domina Ruby and Goddess Mia enjoy nothing more than busting a slave’s balls. I mean, that’s sort of what balls are for, right? Ruby gives Mia the first shot at her slave as she’s already worked him over pretty well. Mia gets the slave onto his feet and has him …
Clubstiletto – Princess Skylar – He Hopes He Wakes Up
This scene opens with cuckoldress Princess Skylar sitting on her cuck slaves chest, him in chastity as always. She tells him she is happy with his progress as a cuck and recently as her toilet too. Today though she wants to test his ability to manage her weight as she …
Clubstiletto – Princess Skylar – Desperate Office Foot And Ass Sniffer
Skylar is loving her new job at FemCorp and also loves her perk of an office slave that lives under her desk. Other Dommes like Jasmine and Kandy have worked in this office and moved into larger offices as they have advanced, this office always reserved for the new girl. …
Clubstiletto – Princess Skylar – Bathe Me Daddy
Princess Skylar has blackmailed her step-dad into becoming her slave. After catching him in the act of violating her worn panties, she has video evidence to show Mom, and he has no choice but to agree to anything she wants. Today, she needs daddy to bathe her. She makes him …
Clubstiletto – Princess Skylar – Post Gangbang Cum For Hubby
The scene opens with Skylar lying on the bed, freshly home from an orgy where she was royally fucked by her well-hung stud boyfriend and some other men. She admonishes her cuckold husband, who was shamefully up watching the ballgame instead of waiting on the bench at the foot of …
Clubstiletto – Domina Ruby, Princess Skylar – Bound and Ball Busted
Blond bombshells Domina Ruby and Princess Skylar are talking about their anger issues and the slave in front of them, his arms behind his back, is naturally nervous. Skylar takes a metal flogger and takes the solid steel handle to his balls to get the fun started. She swings the …
Clubstiletto – Princess Skylar – Lick My Ass So My Boyfriend Can Fuck It
Skylar enters the room and speaks firmly to her kneeling husband, “I just got changed because my boyfriend is coming over. Remember, I told you that I want you to prepare me so I can take his cock in my ass, and if you do a good job I might …