Category Archives: older men/younger women

Beg to Kiss Princess Robin’s Bikini Butt

18-year old Princess Robin thinks you’re a pathetic joke. She maxed out your credit card on bikinis, spike heels, ankle bracelets, and a bitchy mani-pedi. Your reward? Well, most of Robin’s sorority sisters give their sugar daddies blow jobs and fucky privileges. Not you, wimp! All you get to do is kiss Robin’s toes, beg to kiss her bikini butt, and plead to jerk your pecker into your loser doggie dish. 6 minutes. 
Princess Robin from www.humiliatrix.com
Now showing at Humiliatrix.com

Babysitter Harley Humiliates Your Tiny Cock

Babysitter Harley flirted and teased her way into your bedroom, trying on your wife’s sexy lingerie, getting comfy on your bed and leading you on to believe that she wants to have sex with you! Too bad you had to unzip your pants, you little cock loser! Harley verbally annihilates your manhood and commands you to pimple-pinch your spitload into one of your hilarious XS extra small condoms. 6 minutes. 
Princess Harley from www.humiliatrix.com
Now showing at Humiliatrix.com

Bikini Tease Liz Plays You like a Puppet

Princess Liz knows you’re desperate to be more than her sugar daddy and shopping slave. So Liz puts on a string bikini and some fuck-me shoes to put you through a tent-pants tease session. Liz lets you kiss her toes and worship her ass as you beg to be taken seriously as her boyfriend. Who knows? Maybe you’ll convince Liz. Or maybe you’ll be sent home to lather your fist with futility squirts for Princess Liz. 5 minutes. 
Princess Liz from www.humiliatrix.com
Now showing at Humiliatrix.com

You Are Naked Missy’s New Year’s Cuck

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

Gold Digging Princess Jenny Owns You

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
Now Showing at Humiliatrix.com

Leg Tease & Foot Worship with Intern Tess

Who’s the boss in your office? Not you, wimp. Not when your intern Tessa comes to work is a tight dress with a short skirt and high heels. Tess loves to toy with you – until there’s drool on your lips, precum in your pants and you’re down on your hands and knees at her pretty toes. Now who’s in charge, huh Mr. Trembly? What will Tess want from you today? A pedicure? Foot massage? Toe kisses? Or a shopping spree at the high-end shoe boutique? 9 minutes. 
Princess Tessa from www.humiliatrix.com
Now showing at Humiliatrix.com

Sadistic Babysitter Missy Seduces You

Your wife is out of town, the kids are asleep and where’s the babysitter? Missy is in your master bedroom, half naked, trying on the sexy lingerie you bought your wife for your anniversary. Do you think she looks hot? Hotter than your wife? And are those condoms in your nightstand? … You should probably give Missy a ride home now. Before something happens that you might regret. Might REALLY regret. Loser. 15 minutes. 
Princess Missy from www.humiliatrix.com
Now showing at Humiliatrix.com

Your Cruel Intern Tessa Destroys Your Date

You did something really stupid, little bossy man. You made a date without getting permission from your college intern. Are you trying to grow a pair of balls and a backbone? Did you forget that Tessa controls every aspect of your life? Looks like you’re going to have to be punished and humiliated for your little lapse in judgment. Hand Tessa your cell. Then get on your knees and beg. Beg Tessa not to tell your date all your embarrassing sexual secrets. 9 minutes. 
Princess Tessa from www.humiliatrix.com
Now showing at Humiliatrix.com

Harley Trains You to Be Her Sorority’s Sissy

“On your knees, NOW. Can’t you follow instructions!? Do you need a smack to help you pay attention?!” Princess Harley let you be her sugardaddy. Now she’s giving you the chance to become her sorority’s sissy slut servant! You get to handwash the girls’ panties, shine their stilettos and keep them stocked in tampons and XL condoms for their hook-ups. Don’t fuck up – or you’re gonna be yelled at and humiliated by Harley in front the entire sorority. 9 minutes. 
Princess Harley from www.humiliatrix.com
Now showing at Humiliatrix.com

Princess Missy Wants an ‘A’ in Cockteasing

Missy’s science professor gave her an F on her midterm, so she’s decided to cocktease her way to an A, with your help! Yer gonna be Missy’s ‘lab rat.’ When Missy teases the precum down your desperation boner, she’ll know that the thigh boots, miniskirt, tight sweater and lacy lingerie you bought for her are perfect for cockteasing her teacher. Missy might even give you the cum command – so you can prove to princess how hot she looks. 12 minutes. 
Princess Missy from www.humiliatrix.com
Now showing at Humiliatrix.com