Princess Skylar – School Girl Big Ass Smother – Clubstiletto | Release Date: May 10, 2017

Monday, May 15th, 2017
  This is a kinky family fantasy clip in which young and horny Skylar has turned step-daddy into her slave. The perv was caught masturbating to her photos and she caught it all on her hidden camera. Now he has to do everything Skylar says. Just home from school,… Read More

Clubstiletto – Princess Skylar – I Need Someone to Lick That Out Cucky

Thursday, May 11th, 2017
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Clubstiletto – Domina Ruby, Princess Skylar – Bound and Ball Busted

Monday, May 1st, 2017
  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… Read More

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