Category Archives: brunette

Sissy Regression Session with Miss Tessa

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Not only have you lost your boyfriend privileges and your bedroom privileges, little man. Miss Tessa has now decided that when you’re being cuckolded, you will wear thickly-padded sissy panties and sleep in the closet! You can wriggle around in your rhumba pants and suck a binky while Tessa brings her real-man boyfriend into the big bed. Better keep quiet or you might get spanked! 6 minutes of sissy-cucky shame. 
Princess Tessa from www.humiliatrix.com
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Princess Sari Stuffs Her Fat Pig: You

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You disgusting sack of shit. Princess Sari warned you. If you want to feed your face like a crap-pants, boy-boobs, blubber-guts pig, then that is exactly how she is gonna treat you. First Sari snaps a humiliating pig snout over your nose. Then she pulls an old jar of mayo from your fridge to piggy feed you. But before you choke down your slop, Sari is going to make you jerk your ‘pig snot’ into the jar so you can eat that too. Happy Thanksgiving, you fat fucking pig! 6 minutes.
Princess Sari from www.humiliatrix.com
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Miss Tessa Locks You into a Chastity Cage

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Miss Tessa is furious when she finds a pair of her silk panties loaded up with gobs and globs of your disgusting wimp snot. Tessa gives you a humiliating reprimand before informing you that she is locking you into a chastity cage. Immediately. You won’t be making any more wussy cream in Tessa’s panties, Little Mister Frustration Time. You’ll have to beg and plead with Tessa if you want out of your cage because she’s got the only key. 7 minutes. 
Princess Tessa from www.humiliatrix.com
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You Are ‘Foot Cucked’ by Princess Danielle

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Danielle is so mean that when she cuckolds you she doesn’t let you sniff her pussy or even kiss her ass. When Dani returns home from her sex dates, she makes you lick the bottoms of the shoes she wore to the dance club! Tonight she’s invited over two of her girlfriends – Cobi and Paige – to show them how she humiliates you. You are going to suck their heels, kiss their toes, and have their feet rubbed all over your face as they laugh at what a fool you are. 8 minutes. 
Princess Danielle from www.humiliatrix.com
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Your Intern Jasmine Takes Total Control

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Does it humiliate you that your college intern Jasmine towers over you in her high heels? Amazon Jaz knows you are a wuss of a boss and now she’s decided to take control of you. Because she caught you drooling over her massive boobs, Jasmine sends you to your knees and makes you suck a binky. Then Jasmine commands you to spill all your worship snot as she verbally emasculates you. 4 minutes. 
Princess Jasmine from www.humiliatrix.com
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Miss Tessa Punishes You in Sissy Panties

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Tess has decided to send you on a punishment assignment to show you exactly what she thinks of you as a man. Your humiliation begins with a snug pair of pink sissy panties tugged tight around your laughable little package. Strip and put your panties on while Tessa tries to contain her laughter. Once you’re properly attired, Tess is going to send you on a public sissy punishment assigment! 5 minutes.
Princess Tessa from www.humiliatrix.com
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Cocksucking Practice with Princess Hanna

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Princess Hanna thinks you’re pathetic. She let you into her bedroom but you’re too feeble to fuck her. Since you’re such a wussy maybe you need to learn what it’s like to lick, suck and swallow a big bad fuckwad of dick, yourself. Hanna shoves dildos down your throat, spits into your mouth and teases you for being such an eager cocksucker. By the time Hanna finishes you off, you’ll be ready to suck cock for real. 16 minutes. 
Princess Hannah from www.humiliatrix.com
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Cuckold Lessons with Princess Paige

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Princess Paige knows that you are jealous, angry, and nervous about becoming a cuckold. So she’s going to teach you exactly how to accept your new “second place” status in the bedroom. Tonight’s lessons: how to dress like a sissy cuckold. And how to dispose of your alpha male superior’s cum-filled condoms. Princess Paige is going to help you make your wife and her new boyfriend very happy! 6 minutes. 
Princess Paige from www.humiliatrix.com
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Leg Tease & Foot Worship with Intern Tess

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Who’s the boss in your office? Not you, wimp. Not when your intern Tessa comes to work is a tight dress with a short skirt and high heels. Tess loves to toy with you – until there’s drool on your lips, precum in your pants and you’re down on your hands and knees at her pretty toes. Now who’s in charge, huh Mr. Trembly? What will Tess want from you today? A pedicure? Foot massage? Toe kisses? Or a shopping spree at the high-end shoe boutique? 9 minutes. 
Princess Tessa from www.humiliatrix.com
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Your Cruel Intern Tessa Destroys Your Date

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You did something really stupid, little bossy man. You made a date without getting permission from your college intern. Are you trying to grow a pair of balls and a backbone? Did you forget that Tessa controls every aspect of your life? Looks like you’re going to have to be punished and humiliated for your little lapse in judgment. Hand Tessa your cell. Then get on your knees and beg. Beg Tessa not to tell your date all your embarrassing sexual secrets. 9 minutes. 
Princess Tessa from www.humiliatrix.com
Now showing at Humiliatrix.com