Category Archives: sissy training

You Are Princess Missy’s Substitute Sucker

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Princess Missy has a huge problem. Her new man is awesome but he likes rough sex and BJs. Missy wants to keep him happy but she doesn’t want to take a rough face-fucking. That’s where YOU come in. You’re going to the salon with Missy to get made up just like Missy. Then Missy’s gonna dress you in lingerie and teach you to suck dick. And then? LOL! 14 minutes. 
Princess Missy from www.humiliatrix.com
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Mean Princess Sari Makes You Eat Cum

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Princess Sari is pissed. She trusts you to keep her bedroom clean, posh, sexy and prepared so she can have hot sex with her boyfriends. But you fucked up, didn’t you? Sari found one of her BF’s dirty, cum-filled condoms on the floor. Gross. Yick. Can you guess what’s gonna happen with that condom, you stupid jizzbucket wimp? 5 minutes. 
Princess Sari from www.humiliatrix.com
Now showing at Humiliatrix.com

College Intern Tori Plugs and Panties You

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Your college intern Tori just learned all your most embarrassing submissive sexual weaknesses. She’s gonna spill the truth about your panty proclivities unless you willingly submit to be sissy-trained. You’re not in charge anymore, wussy panties. Mean Princess Tori is the boss of you now. Ready to be plugged and pantied? 11 minutes. 
Princess Tori from www.humiliatrix.com
Now showing at Humiliatrix.com

Cougar Akira Transforms You into Her Sissy

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Because you are an inadequate, impotent, complete failure as a man, Cougar Akira is demoting you from ‘sex toy’ to ‘sissy servant.’ You will wear a butt plug and sissy maid uniform to clean Akira’s house and serve drinks to her hottie girlfriends. If you resist? Akira is going to go public with all your embarrassing sexual secrets. 7 minutes. 
Cougar Akira from www.humiliatrix.com

Now showing at Humiliatrix.com

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 Liz is Hiring a Sissy Servant

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Wanna serve a bossy-bratty snotty-spoiled sorority diva with a huge attitude, massive shoe collection and tiny threshold for idiots? Perfect Princess Liz is hiring a sissy servant to attend to all her girly needs. The pay is zero and the requirements are humiliatingly severe – as described by Liz in this emasculating application video slash tease and denial session. 6 minutes. 
Princess Liz from www.humiliatrix.com
Now showing at Humiliatrix.com

You Are the Sorority’s Sissy Cocksucker

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It’s time for the Spring formal dance at the sorority and all the girls’ stud jock boyfriends want blowjobs. But Harley and Robin don’t want to get their pretty faces mussed with yicky cum. So the girls are going to train you to suck cock and swallow like a perfect sissy slut. Get ready for an intense blowjob instructional taught by two mean sorority bitch queens. 8 minutes. 
Princess Harley and Princess Robin 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

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

It’s Panties to Work Week with Princess Sari

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Sadistic, sardonic Princess Sari sends you to work every day in a different pair of frilly, lacy emasculation panties! You will wear your panties beneath your ridiculous real man costume so that the silky, feminine fabric tickles, mocks and teases your pathetic little sissy-man parts all day long. Each pair of your wussy work panties has it’s own special, humiliating meaning for you! 7 minutes. 
Princess Sari from www.humiliatrix.com
Now showing at Humiliatrix.com