New Resident Eve Eve, a blonde newcomer, listens attentively to Headmaster Tom’s lecture for new girls. He will administer her first OTK spanking, ever. She reluctantly crawls across his lap…
Stealing Will Not Be Tolerated Alex is shocked to find out Kissie has stolen underwear from one of his shops. Kissie is a friend of the family which makes it…
Stolen & Lost After Maja arrives home, she frantically searches her handbag. When she doesn’t find what she’s looking for she holds her head in her hands in frustration. When…
The Neighbor’s Barbecue It’s the first time that the neighbors are inviting Headmaster Tom and a chosen resident from Girls Boarding School for a barbecue. It’s a major honor for…
A Broken Paddle Kathrin is awaiting her much needed punishment. When Headmaster Tom comes into the room, she is bent over with her head well down – trousered bottom well…
A Caning For Elin It’s not even 1 week ago that Elin had been told to take better care of her grades. More precisely, it was clearly announced that each…
Stolen Money Mr. Lewis is very unhappy with Lisa. He has given her three occasions to clean the house and she has failed every time. He guides her around the…
The New Resident – Part 1 Lisa and new resident Gina, enjoy a game of billiards in the basement. Headmaster Tom is taken aback by the new girls’ presence. He…
New Resident Tina Student Tina has left open the GBS gate overnight which has caused the Headmaster’s dogs to escape. She is horrified but the Headmaster even more so since…
The New Resident Natascha At first Headmaster Tom wonders if there is something wrong with Natascha but eventually realizes that she must speak Russian and not understand him. She refuses…
The Tutor Amber gets a mild spanking from the Headmaster tutoring her in Mr. Lewis brief absence. She has failed to do her homework and when he questions her she…
Special Positions Janie is called into the living room by a very unhappy Headmaster Tom. He places her over his knee with his one leg covering both of hers so…
Special Audience For Annie David Myers, the facilities manager, has reported Annie to the Headmaster. She was supposed to clean the outside area but neglected to do so and her…
Messed Up Rooms Maja and Marie sit tightly together on a bench in the Headmaster’s office. They have both forgotten to clean up their rooms and have appeared for punishment….
No Explanation Required Annie was on the second floor cleaning, unaware Headmaster Tom was below on the patio, talking on his cell. As she went to dump dirty water, the…
No More Warnings After being warned about coming home late two times before, Mary still has not learned her lesson. But she has learned there will be no more warnings….
The Lost Key Pig-tailed redhead Amy trudges up the stairs to the gathering room but, once there, realizes she has forgotten her key. Again. When she rings the bell Headmaster…
My Pantyhose The tables are turned once again as one student administers punishment to another. Abby is caught wearing another student’s “borrowed” fishnet pantyhose. So in order to cut to…
Learning or Swimming The Headmaster leaves Samantha to do her homework and then go to bed. She has barely done anything in the last two hours. After he leaves she…
The Training Of O – Jodi Taylor And The Slave Trainer Training of O delivers the hottest, newest starlets into servitude with hard physical slave training – like you will…
Enjoy The Lollicock NO LIMIT fucking. Plain and simple. This is HER LIMIT. In this edition we meet 4 new starlets up to the challenge. But are they ready? Directed…
Hogtied – Angela White’s First Time In Brutal Bondage And Tormented The legendary Angela White has decided that she wanted to be tied up and disciplined, and only wants the…
Mommy’s Little Pervert Pervy Corbin Dallas is jerking off furiously when his stepmom Julia Ann walks in on him. There he is, in her bed, smothering his face with her…
Everything Butt – Beautiful Asian Biker Babe Prospect gets an Anal Hazing from Bikers Sheena Rider is a bad ass biker bitch looking to impress the Biker Bar Boss Lady,…
Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud Charlotte Sartre is a very disobedient inmate at the all women’s prison. She’s been keistering anal toys and copulating…
Prove Your Worth Madame Kelli Provocateur and Betty Solace make meaty muscle boy Davin Strong prove his worth with a delicious Double Domme dungeon session that gets his cock rock…
Whipped Ass – Fuck Love Party: Leigh Raven And Delirious Hunter Clear The Room Its the Fuck Love Party of the year and everyone is having fun except for poor…
Hairy Pussy Vol. 8 As the old saying goes, where there is hair there is joy, and today on Private, we prove it with our 8th installment of Hairy Pussy…
Whipped Ass – Lesbian Latex Blasphemy: Ashley Paige Whips the Sin Out Of Bella Rossi Sister Ashley Paige is a sexy latex nun who finds the beautiful Bella Rossi desperately…
Hogtied – Joseline Kelly: Pain Slut Surrenders to Bondage and Domination Joseline Kelly is a cute little slut, and she’s ready for some extreme punishment. So here she is, on…
TS Seduction – Featuring La Cherry Spice and Prince Cherry is rock hard and ready from the first moment she lays eyes on Prince. He’s a baby-faced blonde that is…
Flawless Servitude: Andre Shakti Dominates & Fucks Davin Strong Flawless Servitude: Andre Shakti Dominates & Fucks Davin Strong. Andre Shakti maintains extremely high standards for those that are wanting to…
Teen Vision – Kleine Saue erwischt & bestraft! 2 Coming home late, panrying in public instead of going to work, being lazy as a caregiver for the elderly, or hitting…
Girls Wanted! Extra, extra, read all about it. We are now recruiting fresh and hot girls to represent the new faces of tomorrow. So step up to the plate and…
Squid Game Parody with Elizabeth Marques Elizabeth Marquez stars in this parody of Squid Game. She fails the cookie challenge, and as punishment, the guards fuck her hard. . Squid…
Step-Mother Chanel Preston Fucks Son & His Cheap Whore Girlfriend! Penny Pax is a naughty little house slut that loves being bent to the will of her dominant, cocksure boyfriend,…
Squid Game Parody In a perverse and sensual twist on the infamous game, three stunning contestants – Elizabeth Marquez, Emily Thorne, and Danna Vallejo – find themselves in a setting…
Not Good Enough: Bratty Step-Sister Anal Trains The New Girlfriend Deep in erie suburban calm, Kira Noir waits patiently for her big step-brother Mickey to return home and play with…
