Category Archives: sissy training

Your New Boss Stephanie Makes You Wear Emasculation Panties

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“Congratulations, you’re hired. Here’s your uniform: I expect you to wear these tight, high-waisted granny-style emasculation panties to work every day here at Stephanie Industries. Your workplace panties are designed to keep your male ego in check and your little futility erections under control. Any questions?..” 4 minutes
Princess Stephanie from www.humiliatrix.com
Now showing at Humiliatrix.com

Pissed-Off Sissy Trainer Becky Turns You into the Sorority’s Toilet

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“I gave you an easy task for the weekend: Keep the sorority’s bathrooms sparkling clean. But you are useless as a used tampon and worthless as a wet wad of toilet paper. Since you failed at cleaning the toilets, you are going to BE our sorority toilet… Open your mouth, shithead, while I squat over you…” 7 minutes
Princess Becky from www.humiliatrix.com
Now showing at Humiliatrix.com

Jaycee Wants You to Be Her Submissive ‘Sissy Lesbian Girlfriend’

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“Nothing’s more fun than bringing a closet-bitch boy like you back to my bedroom under the pretense of a good hard fuck. I love it when you kick and squirm as I pin you to the bed to show you who’s in change. Next time, you’ll know I mean business when I tell you to suck and drool on it. Won’t you, fuck-brat?” 5 minutes.
Princess Jaycee from www.humiliatrix.com
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Pants-Wearer Stephanie Turns You into Her Sissy Maid Chore-Slave

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“I don’t care what idiotic game is on TV today, you’re not watching sports. My girlfriends are coming over to play poker and I want this place toothbrush clean, including the toilets. If your sissywork is sloppy, you will be wearing your maid uniform when they arrive. You can start with my high heels. NOW…” 3 minutes.
Princess Stephanie from www.humiliatrix.com
Now showing at Humiliatrix.com

Mean Princess Michelle Makes You Wear a Plug and Panties

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“You know I don’t think of you as a man. So if you want to hang around my place and chill with me you have wear a frilly-ass pair of panties and a big fat bitch plug to remind you of your place. I will be doing random plug and panty checks on you, wuss, so don’t make me have to humiliate you even more. Got it?…” 2 minutes
Princess Michelle from www.humiliatrix.com
Now showing at Humiliatrix.com

Your BJ Trainer Sari Teaches You to Gag on a Big Black Cock

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“Get on your knees now. Your dick-sucking technique is pathetic. I’m going to shove this big black dildo between your lips to teach you how to deep throat a cock and use your gag reflex to make his jizz shoot down your throat and all over your sissy fuckface. Start sucking for Princess or I will cock slap you….” 5 minutes
Princess Sari from www.humiliatrix.com
Now showing at Humiliatrix.com

Goddess Kendra Keeps You up All Nite in Chastity Panties

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“While I’m out with my boyfriend, you will be up all night, making a sissy worship shrine to my beauty. When I get home at dawn and see that your eyes are bloodshot, your little cock is throbbing and your walls are plastered with my image? I will allow you to anoint your sissy panties for me…” 8 minutes
Kendra James from www.humiliatrix.com
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Sadistic Stephanie Rips You Raw for Being a Mama’s Boy Wussy

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“Look how pathetic you are, sitting there in your loser room hoping that Goddess Stephanie will take pity on you and let you jerk off. Well, you pathetic live-at-home virgin. You don’t get to jerk it like a man. The only way I’m going to let you cum is if you do it into a stolen pair of your mommy’s panties…” 4 minutes
Princess Stephanie from www.humiliatrix.com
Now showing at Humiliatrix.com

Princess Tiffani Trains You to Cum with a Cock in Your Sissy Ass

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“I’m going to use my pink vibrating dildo to turn you into my total sissy cock slut. By the time I’m done cock training you, you won’t be able to make a cummy unless you’re getting fucked. You will cream your panties for Princess Tiffani at just the thought of a big cock penetrating your tight pink sissy slit… Bzzz!…” 5 minutes
Princess Tiffani from www.humiliatrix.com
Now showing at Humiliatrix.com

Goddess Kendra Pimps You Out for Halloween as a Cockslut Tramp

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Kendra James from www.humiliatrix.com
“Halloween’s here! So I’m sending you to the bars in costume as a cockslut tramp. Not only are you bringing me back First Prize for “most realistic whore,” but if you don’t come staggering back with your panties stuffed with cocksucking cash – and your tart face plastered with jizz? I’m taking it out on your bitch ass…” 9 minutes
Now showing at Humiliatrix.com