Category Archives: confrontation

Cheerleader Missy Catches You Jerking It

She’s the prettiest, most popular, and the meanest girl in school. Missy knows you have a pathetic crush on her, dreamer-dork. Can you imagine what this mean queen would do to you if she caught you in the act – just as you’re about about to drench her dirty panties with your loser goo, as you ogle her spring break bikini pics? Get ready to be caught and commanded to cum by Missy the Meanest. After she finishes putting you in your loser place. 10 minutes of Mean Missy. 
Princess Missy from www.humiliatrix.com
Now showing at Humiliatrix.com

Princess Jessica Invades Your Loser Room

What would happen if a stunning supermodel busted into your shithole embarrassment of a virgin loser bedroom and kicked her way through your fast food bags, cum rags, and weirdo-geek porn? Princess Jess is about to call you out and crush you for being the no-chance, jizz pants, creepy fucktard mama’s boy you will always be. 11 minutes of pure humiliation. 
Princess Jessica from www.humiliatrix.com
Now showing at Humiliatrix.com

Dr. Kendra Coerces You to Confess Your Most Embarrassing Secrets

Dr. Kendra knows that you have been less than candid in your therapy sessions. Dr. Kendra puts on a pair of elbow-length black gloves while encouraging you to tell her the truth – no matter how embarrassing and how humiliating. Otherwise, Dr. Kendra will need to “extract” your confession using the traditional method. By lubricating her middle finger and… 
 
Kendra James from www.humiliatrix.com
 
 
Now showing at Humiliatrix.com

Princess Remi Busts in on You Just as You Are About to Jerk Off

If you ever get caught jerking off, you better pray it’s not by Princess Remi! Remi walks into your room just as you are about to squirt your spitload! She proceeds to rip you a new one – teasing and trashtalking you, including a supermean impersonation of you pulling your pecker. If you thought Remi was cruel to you in her ‘Loser Room’ humiliation session video… LOL! 
 
Princess Remi from www.humiliatrix.com
 
Now showing at Humiliatrix.com

Bikini Meanie Sophie Catches You About to J-J-J-Jerk Off to Her

Your friend’s little sister Sophie is back from college and she knows you have a laughable crush on her, dork. Sophie is by the pool with her girlfriends when she catches you spying and jerking your sad little boner to her. Sophie busts in on you with your pants down and humiliates the hell out of you. Is Sophie the meanest little sister ever? You’re about to find out, jerky boy!
 
Princess Sophie from www.humiliatrix.com
 
Now showing at Humiliatrix.com

Smoking and Drinking Humiliation with Pissed Off Princess Remi

You are Princess Remi’s poolside servant at the resort. Your job is to pay for everything she wants, fetch drinks, light her cigarettes… and take every bit of public humiliation Remi is about to heap onto you. You will eat her ashes. You will have her cigarette smoke blown in your face… And if you dare refuse to drink the special ‘cocktail’ Remi has prepared for you…?
 
Princess Remi from www.humiliatrix.com
 
Now showing at Humiliatrix.com

Black Gloved Goddess Selena Slaps Your Face Red and Raw

When Selena slides on her black, latex, elbow-length gloves, you know you are about to be humiliated. Do you hear the crinkle and crackling of your goddess’s fingers as she prepares to punish you? What will it be tonight? Will Selena invade all your private places? Will she extract things from you? Or will she bring you out in public to slap your face red and raw? Click and cower…
Princess Selena from www.humiliatrix.com
Now showing at Humiliatrix.com

Bikini Wimp Worship Week Session #7: Sadistic Stephanie Finishes You Off

Superhottie Stephanie is sunning herself in her tiny string bikini when she snags you jerking off to her. She backs you into her bedroom, makes you show her exactly what you were doing and then commands you to finish yourself off as she mocks, teases and totally emasculates you. Squirt it into the tissues for Goddess Stephanie, you feeble little fist-fucker. 
 
Princess Stephanie from www.humiliatrix.com
 
Now showing at Humiliatrix.com

Stephanie Humiliates You for Pre-Mature Ejaculating

 

Slime your pants in front of sadistic Stephanie and you know you are going to be verbally humiliated and totally emasculated, little man. Stephanie strips off your jerked-up underpants and gives you a severe scolding before deciding upon your punishment – a humiliating punishment that is truly fit for a premature ejaculating little moron like you…

Princess Stephanie from www.humiliatrix.com

Princess Stephanie from www.humiliatrix.com

Now showing at Humiliatrix.com

 

Miss Cassandra Wears the Pants – You Wear The Pink Lace Panties

Meet Cassandra. She’s fresh out of college but she got the promotion over you! Even though your new boss is half your age, Cassandra rules your world. She wears the pants in this office – and just to make sure you understand your place? Cassandra is going to command you to slide on a pair of pink ruffled panties. Say, “Yeth, Mith Cathandra.”
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