You Are Princess Sari’s Sissy Outfit Tester

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Princes Sari tricked you into thinking you could go on an actual date with her. But all she really needs you to do is ‘test’ the sexy dress she’s wearing for her new boyfriend. Sari’s gonna let you worship her ass and jerk out a proof puddle – but there’s one catch. You have to agree to lick up your cum and answer the door in a sissy maid dress when her boyfriend comes to pick her up! 6 minutes. 
Princess Sari from www.humiliatrix.com
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Cheerleader Harley Makes U Eat His Cum

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Cheerleader Harley teased and seduced you into writing her papers for school. While you were doing Harley’s homework like a hopeless dreamer dork, Harley was doing the captain of the football team! Now it’s time for your reward, dumbass! You get to swallow the football captain’s cumload! Then Harley makes you wear his dried up XL condom over your little pecker to class all week long. HA HA! 6 minutes. 
Princess Harley from www.humiliatrix.com
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Miss Tessa Models Your Sissy Maid Uniform

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To remind you that you no longer have ‘boyfriend’ status in her life, your ex-girlfriend has gotten you a sissy maid uniform. You’ll wear your unform and a pair of high heels when you come over to clean her condo and wash her new boyfriend’s laundry during their love-making sessions. Now, then. Change into your uniform, give Mistress a curtsey and say, ‘Thank you, Miss Tessa.’ 6 minutes. 
Princess Tessa from www.humiliatrix.com
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You Are Naked Missy’s New Year’s Cuck

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Missy let you take her shopping before New Year’s Eve, with the promise of a juicy reward. Like the fool you are, you lavished Missy with new outfits, lingerie, jewelry and make-up, only to lay claim your wimp’s reward: you get to hand Missy her lip gloss, pick out her lingerie and watch her paint her lips in preparation for the New Year’s blowjob she’s gonna give her boyfriend. 15 minutes. 
Princess Missy from www.humiliatrix.com
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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
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Gold Digging Princess Jenny Owns You

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Ice Princess Jenny played you. She pretended to be a shy, demure, wanna-be mail order bride, all the while using your sexual fetishes to weaken you – until she got you, and a huge diamond ring, wrapped around her little finger. You foolishly married her without a pre-nup. Now you’re nothing but a pathetic puppet on a string to Jenny. And that’s exactly how she’s going to treat you. Idiot. Weakling. 7 minutes. 
Princess Jenny from www.humiliatrix.com
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Bikini Bitch Harley Catches You Jerking

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‘What the FUCK, loser!?!’ 19-year old bitch-brat Harley catches you spying on her and storms in on you just as you are about to jerk out a loser load. Harley commands you to show her your little pecker and busts out laughing at you. After she gets done humiliating you and taking a few pix of your little pecker to send to her girlfriends, Harley makes you jerk it for her. 4 minutes. 
Princess Harley from www.humiliatrix.com
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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
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Tiffani Points & Laffs at You as You Jerk It

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Tiffani and her cheerleader girlfriends know that you spy on them while they’re practicing their cheers. They’ve even made up some humiliating cheers about you! Now Tiffani has cornered you and she intends on turning the tables on you. You have to jerk your little cock, jump up and down and do a dork-cheer while Tiffani shoots a humiliation video of you to share with her girlfriends! 5 minutes. 
Princess Tiffani from www.humiliatrix.com
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Miss Paige Locks You into Chastity

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Miss Paige is a conservative Southern woman who firmly believes that wimp husbands and boyfriends belong in panties and chastity. Paige demonstrates how she uses a locking chastity cage to punish naughty wimp-cucks who defiantly smear their emasculation panties with futility squirts. 5 minutes. 
Princess Paige from www.humiliatrix.com
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