Category Archives: pov humiliation

Tessa Demotes You from Boyfriend to Sissy

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

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

You Will Cum Like a Girl for Miss Kendra

Miss Kendra continues to prepare you for your sissy punishment fucking by teaching you to cum like a girl. Miss Kendra forbids you from touching your silly, worthless “boy parts.” Instead, Mistress makes you use a penis-shaped vibrator to deeply penetrate your sissy-clitty, until you begin to squirm, squeal and beg to make a girlie cummy for Miss Kendra, as she teases and encourages you. 10 minutes.
Kendra James from www.humiliatrix.com
Now showing at Humiliatrix.com

Missy Makes You Humpyfuck Your Pillow

Missy teases you about the way you love to load up her cute girly panties with your disgusting loser pigsnot for her. Once you admit what a sad little creep you are, Missy commands you to cum for her in an even MORE humiliating way: by making you hump and dork-slime your pillow. Missy laughs at you and gives you a cum countdown before making you sleep with your face mooshed in your mess. 13 minutes. 
Princess Missy from www.humiliatrix.com
Now Showing at Humiliatrix.com

Make a Worship Shrine for Princess Tessa

After you spend all day on your knees, scrubbing, cleaning and making her condominium spotless, Princess Tessa has another assignment for you. She wants you to go home to plaster the sad wall of your sorry bedroom with her heartstopping photos. Once you make your worship shrine to Tessa you can then plaster your panties with love squirts for the stunning goddess who owns you: Tessa. 5 minutes. 
Princess Tessa from www.humiliatrix.com
Now showing at Humiliatrix.com

Seduced and Cucked by Princess Jessica

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

Princess Michelle Catches You Jerking

You pathetic little wuss! Italian-American Goddess Michelle is in her string bikini sunning herself by the pool when she snags you peeping at her perfect ass through the blinds. Michelle storms into the house, strips you and rips you a new one, commanding you to jerk your little prick and finish yourself off as she points and laughs at you. Michelle is a mercilessly mean Humiliatrix. Ready to be destroyed? 6 minutes. 
Princess Michelle from www.humiliatrix.com
Now showing at Humiliatrix.com

Your Ex Nichole Abuses Your Tiny Pecker

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

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

Lost Bet Humiliation with Princess Missy

First, Junior Circuit Champ Missy humiliated you on the tennis court – smashing serves into your crotch. Now that she beat your ass on the court, Missy is gonna beat your ass in the bedroom! Instead of a victory blowjob, you’re going to get a loser spanking. But before Missy takes you across her bare thighs to thrash you, she’s going to taunt and tease you into spitting out all your loser goo into her dirty ankle sock. Pantyface wussy. 20 humiliating minutes.
Princess Missy from www.humiliatrix.com
Now showing at Humiliatrix.com