Category Archives: redheads

Miss Kendra Transforms You: Slob to Sissy

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For someone who aspires to sissy servitude, you are really nothing but a sloppy, slovenly pig. Miss Kendra upbraids you for your filthy ways and confines you to a starched sissy maid uniform until you can pass her white glove inspection. Each time you fail inspection, Miss Kendra will punish you with a bigger, thicker pig plug. 10 emasculating minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Princess Tori Makes You Hump Your Pillow

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Princess Tori busts into your loser bedroom and has a huge laugh at your expense. Funniest of all? The cum crusted pillow you sleep with every night! Tori makes you show her what you do with your pillow as she points at you, laughs at you, trash talks and taunts you with a titty tease. Ready to jerk your hips and humpy cum your pillow for mean Tori? 5 minutes. 
Princess Tori from www.humiliatrix.com
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Your Panty Humiliation with Miss Kendra

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Miss Kendra knows that the best way to control you and dominate you is to make you wear frilly, lacy sissy panties beneath your silly real-man facade. Today, Miss Kendra is going to send you on a public ‘panty task’ designed to intimidate you, embarrass you pink and enslave you even further to the sinister charms of your cruel emasculatrix: Miss Kendra. 6 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Princess Tori Puppy-Trains You to Obey

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Bossy Princess Tori loves to humiliate older dorks and weak little dweebs like you. Dominant Tori has a natural authority that will make you get down on all fours before she even cracks her crop. You’re going to learn to HEEL for puppy trainer Tori, to BEG for a bone in your mouth, and to gobble down all her boyfriend’s CUM from your doggie dish. Loser. 7 minutes. 
Princess Tori from www.humiliatrix.com
Now showing at Humiliatrix.com

Miss Kendra Makes You Do It Like a Sissy

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When Miss Kendra snaps on a latex glove you know you are about to have your must vulnerable places invaded and manipulated. Miss Kendra has used her latex-gloved fingers to interrogate you, violate you and break you. Today, Miss Kendra is going to make you orgasm without touching your ‘boy bits.’ You will learn to cum by being finger-fucked from behind – like the squirming sissy you are. 7 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Admit Your Sissy Secret for Miss Kendra

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Miss Kendra is sending you on a date; a date with an attractive, intelligent, commanding woman – a woman just like Miss Kendra herself. On this date you will wear frilly, lacy panties beneath your ridiculous real man facade. And you will confess to your date the embarrassing truth about yourself: that you are a panty-clad sissy who needs to be spanked, cuckolded and sexually dominated. 9 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

New Year’s Humiliation with Princess Jess

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Sadistic Princess Jess pops by your place before she goes clubbing on New Year’s Eve just to make you feel like the pathetic loser reject you are. Jess struts around your shithole in her rubber dress and thigh boots, having a good laugh at your cum-caked sheets while mercilessly teasing you about the New Year’s Eve pillow-humping jerkoff session you no-doubt have planned for the night. 9 minutes. 
Princess Jess from www.humiliatrix.com
Now showing at Humiliatrix.com

Suckytime Lessons with Miss Kendra

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Open wide for mistress, sissy! Mean Miss Kendra is about to turn you into her cock-craving sucky slave – in three cruel lessons. First, Miss Kendra makes you nurse on an ‘i luv daddy’ baby pacifier, then she graduates you to a cute penis pacifier. Finally, when Miss Kendra determines that you are ready to give head for real, she cock-trains you to suck a life-size nine-inch dildo. 9 minutes. 
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Princess Isobel Is Back to Humiliate You

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No one gets inside your peabrain and makes you feel like the submissive shitstain you are like emotional sadist Princess Isobel. Isobel takes 12 minutes from her busy modeling schedule to look you in the eye, strip your dignity, destroy your ego and verbally emasculate you completely. WARNING: potential permanent side effects of a session with Isobel include stuttering, bedwetting and impotence.
Princess Isobel from www.humiliatrix.com
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You Will Cum Like a Girl for Miss Kendra

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Miss Kendra continues to prepare you for your sissy punishment fucking by teaching you to cum like a girl. Miss Kendra forbids you from touching your silly, worthless “boy parts.” Instead, Mistress makes you use a penis-shaped vibrator to deeply penetrate your sissy-clitty, until you begin to squirm, squeal and beg to make a girlie cummy for Miss Kendra, as she teases and encourages you. 10 minutes.
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com