Category Archives: cuckolding

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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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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Cheerleader Harley Commands U to Suck It

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Harley promised her studjock boyfriend if he won the big game she’d reward him with an amazing blowjob – in her cheerleading uniform! But Harley doesn’t wanna get her pretty hair and perfect makeup all mussed up with a huge blast of gangsta jizz. So she’s gonna train YOU to suck his cock and then make you take her place! Get ready to gag on a dick down your throat becuz this is one of the most explicitly emasculating sissy cocksucker instructionals EVER! 8 minutes. 
Princess Harley from www.humiliatrix.com
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Missy Makes U Cum in Her Stud’s Condom

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She used to be your girlfriend. Until she got sick of your little dick and broke up with you with a smack across your face. Now you’ve come crawling back to Missy, willing to do anything to be with her again. Mean Missy decides to humiliate you by making you wear her new boyfriend’s cum-filled XL condom! Missy taunts you, trashes you and then commands you to cum into his yicked-up fuckbag. 20 minutes. 
Princess Missy from www.humiliatrix.com
Now showing at Humiliatrix.com 

Ass Kisses for Perfect Princess Liz

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Silly sugardaddy! Of course Liz loves the designer bra and panty set you bought for her! But it’s not for you to enjoy! Liz is going to wear it for her boyfriend tonite. But before he comes over, why don’t you get down on all fours like a good little puppy and show your perfect princess just how much you worship and adore her. If you beg badly enough, maybe Liz will let you kiss her on the cheek. ASS cheek, dummy! 5 minutes. 
Princess Liz 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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Lick It and Suck It for Princess Michelle

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Because you are such a financial fuckup, your hot young wife had to put on sexy lingerie and offer her body to the contractor to pay your overdue bill. Michelle sucked his cock and then let him fuck her – right on the brand new pool table that he just installed in your new game room! Now it’s your turn to play, loser. The game is called ‘contractor clean-up.’ You have to lick his hot jizz from your wife’s ass, while Michelle smacks you around and verbally belittles you. Stupid cuck fuckup. 6 humiliating minutes.
Princess Michelle from www.humiliatrix.com
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You Are Princess Sari’s Crybaby Cuckold

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When your dominant girlfriend decided to cuckold humiliate you because of your sexual shortcomings, you were devastated. Now, Sari comes home to find you sobbing and crying cucky tears! Waaah! Sari ignores your tearful pleas not to date other men – and instead she commands you to use your tear-piddled tissues for another humiliating purpose – to choke out the worship cum for your cuckold queen. Better hurry, cucky, cuz Supermean Sari’s new boyfriend is coming over! Sniff-sniff! Squirt-splat! HA HA! 6 minutes.
Princess Sari from www.humiliatrix.com
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Princess Harley Is Your Cuckysitter

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First Harley encouraged your woman to date other men – because you are such a wimp and wussy. HA HA! Then she decided to humiliate you even more by stepping in to ‘cuckysit’ you while you are being cuckolded! Now, tonight, while your woman is getting fucked by her new man, you’re going to get punished and humiliated by bratty Harley. That’s right, little miss wussy panties! Harley’s in charge of you! 7 minutes.
Princess Harley from www.humiliatrix.com
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Miss Tessa Humiliates You at Work and Home

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It didn’t take your college intern very long to crack the secret files on your computer. Tessa made copies of the most embarrassing stuff and intends on using this emasculating evidence to bring you to your knees before her. You will serve as Tessa’s corporate slave at work and her cuckold slave at home. Can you guess who she’s sleeping with, little man? The answer is going to destroy you. 9 mortifying minutes. 
Princess Tessa from www.humiliatrix.com
Now showing at Humiliatrix.com