Clubstiletto – Princess Skylar – Bathe Me Daddy

Tuesday, March 7th, 2017
  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 wear… Read More

Clubstiletto – I’m Thinking of My Black Studs Cock, hubby

Saturday, March 4th, 2017
  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 him with a big mouth dildo that will get her off until her stud arrives. She lays down and touches herself, teasing him with her pussy, then tells him to stick it in. The slave gets a nice steady rhythm going… Read More

Clubstiletto – Comfortable to sit on and cleans Boots too

Saturday, March 4th, 2017
  The Femdom world is both exciting and natural. In this completely unscripted clip Mistress Skylar introduces Jasmine to her girlfriend and novice Domme Tawny. They are sitting on a comfortable and practical human couch openly discussing the many pros and cons of slaves. The best furniture is versatile enough to keep their asses warm and also cleans shoes. Training low IQ slaves can be a lot of work but entertaining as well. Every slave has specific talents like… Read More

Clubstiletto – Miss Jasmine, Princess Skylar – It’s a Thing Not a Person

Monday, February 13th, 2017
  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 arms this way. Mistress Skylar confesses that she has used the slave as a cuckold before. The 3 of them discuss the ins and outs of slave training and how every woman needs about 6 slaves for different uses. Slaves are… Read More

Clubstiletto – Princess Skylar – Lick Then Fuck My Feet, Brother

Tuesday, February 7th, 2017
  Skylar gets home after soaking up the heat outside and her brother is there on his knees, blindfolded, with arms bound behind his back. She reminds him how as kids he used to bully her but now that she recently… Read More

Clubstiletto – Princess Skylar – Go Ahead and Jump

Monday, January 30th, 2017
  Skylar… Read More

Clubstiletto – Princess Skylar – This Big Ass of Mine

Wednesday, January 25th, 2017
… Read More

Clubstiletto – Princess Skylar – Big Beautiful Babydoll Trampler

Thursday, January 19th, 2017
  Princess Skylar looks delectable as she walks down the steps in nothing but a babydoll outfit and stiletto's, after a great nights sleep. On leave from army duties she has had her slave locked up all night, in the cold room, after trampling him the night before. She calls him over and he crawls to her and kisses her shoes as she sticks them through the rails on the stairway. She tells him that she did not like his complaining yesterday and today he has a chance to prove… Read More

Clubstiletto – Foot Sucking and Fucking Brother

Tuesday, January 3rd, 2017
  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… Read More

Clubstiletto – Breast Worship Cum Shot

Tuesday, December 20th, 2016
  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 her full breasts and drain the sweet… Read More

Clubstiletto – Worship My Sweaty Feet and Creamy Thighs

Tuesday, November 29th, 2016
  Princess Skylar looks so sexy in her cute baby doll and stiletto’s which are resting on her slaves back who is acting as her stool. She’s been in training and her legs are sooo sore. “They just need a massage and some kisses to make them feel better.”, she tells the slave, asking him if he is capable. The dumb naturally says yes. As there is no one else around she decides to promote him from stool to service slave. She laughs at his… Read More

Clubstiletto – Princess Skylar – Big Nasty Surprise

Tuesday, November 1st, 2016

  Princess Skylar has recently blackmailed her older brother into being her full-time slave and taken some incriminating photos that she threatens to show his football buddies, if he doesn't do exactly as told. The scene opens with Skyler on the couch a coy smile on her face, as she spreads her legs you can see cum has dripped out of her pussy all the way down her legs right down to her ankles. She comments what an amazing fuck she just had and then calls her brother from the next room. She… Read More

Clubstiletto – Princess Skylar – Just a Foot Boy

Saturday, September 24th, 2016
  Princess Skylar is very horny and is about to indulge herself while making the slave suffer. She has him handcuffed to a reclining chair, his head positioned at her feet. She orders the slave to worship her feet while she satisfies herself with a vibrator. As she gets increasingly aroused, the slave is having a hard time concentrating on his task, and she taunts him with the fact that the only vantage point he will ever see her pussy from is from behind her feet. Skylar further teases the slave by playing with her huge… Read More

Clubstiletto – Earn Your Way Up to My Feet

Tuesday, September 20th, 2016
  Princess Skylar is all decked out in her sexy, strappy sandals, but the weather has turned and she has to abandon her walk. Instead, she uses the time to train a slave. He has a foot fetish, but must earn his way up to her feet by worshiping her shoes first. He is made to lick the heel, the dirty soles, and then is permitted to lick the tops of her feet through the lacing of her sandals. Of course, he must take care not to get the leather of her expensive shoes wet! Then Skylar orders her slave to thoroughly… Read More

Clubstiletto – Princess Skylar – Learn How to Get Me Off

Thursday, September 1st, 2016
  Princess Skylar is horny, and she wants her slave to get her off. Since he hasn't yet earned the right to lick her pussy, he's got to do it in a more labor-intensive fashion: He's got to lick ass and use a vibrator on his Mistress. Skylar has him start with ass licking, reminding him that slaves don't get to lick pussy, but they sure are handy to prep a girl for the arrival of her lover! Next, the slave is made to use the vibrator on her pussy, while continuing to service her ass. The slave fumbles with this… Read More

Clubstiletto – A Slave for your Sis and Me

Friday, July 8th, 2016
  Princess Skylar hasn't kept her promise of keeping your newly-wed sex life secret. She told your baby sis every nasty, kinky detail. How you're lucky to even be allowed to lick her feet. How you never see her pussy and tits, but merely serve as a fluffer to her many boyfriends. You're not a husband; you're a cuck! The only penetration that occurs in your bedroom is your wife plunging her dildo inside your ass! Upon hearing just what a loser you are, your sis was initially disgusted, but then she became increasingly… Read More

Clubstiletto – Princess Skylar – Cuckie’s Nasty Duties

Friday, June 10th, 2016
  Princess Skylar is a young lifestyle cuckoldress who is new to Club Stiletto. She loves hung studs, especially black men but dont worry; she married you for a reason! She needs a cuckold... and thats you. In this scene, she fleshes out what it means to be a cuck. She exposes her big breasts to you, but informs you they're not for you to lick. She teases you with the sight of her pussy, but again, your cock is not penetrating that! What is left for you to do then? The dirty work! If you're not bankrolling her lifestyle,… Read More