Category Archives: cuckolding

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
Now showing at Humiliatrix.com

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
Now showing at Humiliatrix.com

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
Now showing at Humiliatrix.com

Fill Jasmine’s Panties with Your Loser Goo

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Amazon Princess Jasmine is delighted with the new clothes and jewelry you bought her. She’s so happy that she wants to do something for you too, loser. A blowjob? Bwahaha! You get to go home with Jaz’s musky pink thong pulled over your pouty face! Jasmine wants you to fill her panties with your jerk juice at the same time she’s fucking her boyfriend. That’s your consolation prize! 5 minutes. 
Princess Jasmine from www.humiliatrix.com
Now showing at Humiliatrix.com

You Are Dani and Cobi’s Sissy Cuck Maid

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Princesses Danielle and Cobi need someone to shine their high heels, handwash their lingerie and scrape the sticky condoms off the floors of their bedrooms. That someone is YOU, missy. Dani and Cobi describe your duties in emasculating detail as they dress you in a frilly sissy maid uniform and belittle your manhood. Be a good sissy cuck maid and you can kiss Cobi’s toes and worship Dani’s ass! 7 minutes. 
Princess Danielle and Princess Cobi from www.humiliatrix.com
Now showing at Humiliatrix.com

Tessa Demotes You from Boyfriend to Sissy

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You finally got your chance. Stunning Princess Tessa lets you take her on a date. Now you’ve made it all the way back to her bedroom, only to be rejected. Tessa calls her ex-boyfriend right in front of you, tells him what a wimp and dork you are, and invites him over. Then she orders you to wear sissy panties and stand in the closet – so you can see what a real man gets to do to her. What a cuck wussy you are. 9 minutes. 
Princess Tessa from www.humiliatrix.com
Now showing at Humiliatrix.com

You Are Cougar Akira’s Outfit Tester

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Dominant, demanding Akira allowed you to take her shopping so she could buy clothes to seduce her new boyfriend. Now it’s time for your reward, mr. pathetic. You get to watch Akira get dressed for her date. If you can manage not to whine like a crybaby, Akira will let you fill your sissy saucer with love piddles for her before she ditches you for her real man. 8 minutes. 
Princess Akira from www.humiliatrix.com
Now showing at Humiliatrix.com

Seduced and Cucked by Princess Jessica

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What a dreamer you are. Princess Jessica is a legit supermodel. Did you really think you had a chance with her, loser? Just because she lets you take her shopping and pay her bills? Take a long look at Jess while she prepares for her date with a real man. Get a good picture of Jess in your peabrain – for your jerkoff session, after Jess sends you home. Sad little fistfucker. 8 emasculating minutes.
Princess Jessica from www.humiliatrix.com
Now showing at Humiliatrix.com

Your Ex Nichole Abuses Your Tiny Pecker

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Your Ex-Wife Nichole dumped you because you have a worthless little cock. Now Nichole fucks well-hung studs and rubs it in your cuck face when you drop off your alimony checks. Tonite, Nichole brings you back into your old bedroom – just to humiliate you. She shows you the XL condoms that her big dick boyfriends wear and then commands you to put on a baby-size condom to fuck her with – as she taunts and laughs at you. 6 minutes. 
Princess Nichole from www.humiliatrix.com
Now showing at Humiliatrix.com

Prom Squirtz for Princess Harley

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It’s the night of big formal dance. And you spent all day draining your credit cards taking Harley to the salon, boutique and jewelers. And what do you get in return? Nothing, you silly broke sugar daddy! All you get to do is crawl around on your hands and knees, tell Harley how hot she is and BEG to jerk-squirt your loser load into your dog dish – before Harley dumps you for her date. He gets her pussy and you have to beg for the doggy dish! HA HA! 5 minutes. 
Princess Harley from www.humiliatrix.com
Now showing at Humiliatrix.com