The New Disciplinarian Sophie sits and waits for Headmaster Tom. When he arrives he tells her he has a surprise! She is not excited when she finds out that the…

Painful Tutoring It’s Simone’s second chance to give a talk about ‘Sweden’ as a part of her intermediate exam in geography. The week before, when she failed miserably in the…

The Cellar Room Elin finds herself fully naked in a place that is used only rarely for a punishment in this institution: the cold dirty cellar room! She clearly knows…

Linda Is Playing Ill Standing at attention, with her hands on her head and her pants removed, Linda has a thermometer in her mouth. Headmaster Tom takes it out and…

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…

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…

Long Distance Keagen is lying on a sofa well into a conversation with her friend Jess – then she receives the warning that her credit is about to run out….

New Resident Maggy Maggy, a new resident, is two hours late to arrive. As she waits, the Headmaster runs down her reasons for being at GBS for a full three…

The New Resident – Part 2 Poor Lisa is in trouble again. So what has she done or not done this time? Gina, a new resident at GBS did something…

Nightmares Mr. Lewis has found Alexia in his private detention room without permission. She claims nightmares but Mr. Lewis doesn’t buy it and either way she should not be in…

No Need To Argue The Headmaster has grown tired of Jenny and places her across his knee for a hard hand spanking. She has her jeans on and he has…

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…

What’s A Paddle Good For, Alice? Alice decides to use a spanking paddle as a toy. The Headmaster catches her and decides to show her what it’s really for, as…

Without Knickers As the Headmaster is going over her school work with Tina he discovers, to his horror, that she is not wearing any knickers. Since she thinks it’s so…

Sunday Evening Caning Maja has been summoned out of bed by Headmaster Tom. When he is ready to administer a caning he lowers her silk pajama bottoms and makes 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….

Missed Article While reading, Mr. Lewis notices an article he wished to peruse has been torn out of the magazine. He believes the culprit is Grace and goes tearing up…

The Photo Session Amber and Susan, dressed only in their underwear, are having a bit of fun taking photos of each other. But soon they are interrupted by Mr. Lewis,…

Nude At Daylight Christine has decided to take an early morning swim without her bikini. When the Headmaster encounters her on the stairs, covered only by a towel, he reminds…

Pantyhose Caning A In Pantyhose Caning A, Linda and Sophie, both dressed in black beverage dresses, wait nervously for the arrival of Headmaster Tom. It is time for bed for…

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…

Horny Beauties Vol. 2 Young, beautiful, and horny, that’s how we like our girls at Private and Anya Krey, Liya Silver, Marilyn Sugar, Venera Maxima, and Ari Van X are…

Flight Attendants Fuck Better Buckle up and get ready for take-off as private.com brings you the incredible Marilyn Crystal, Renata Fox, and Selvaggia alongside debutants Anastasia Brokelyn and Lika Star,…

Avi’s Anal Training with her Sadistic Step Family Avi is a crafty little daddy’s girl that arrives at her Step Father’s house with plans to get back to her boyfriend,…

Bound Gangbangs – London’s Stripper Fantasy Gangbang – London Stuffed Airtight After Work Hot buxom MILF London River has been dancing since she was 18, and today she brings one…

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,…

Gorgeous Blonde is a Good Whore It’s Cadence Lux’s first training and she’s ready to prove herself. She has a beautiful body, perfect breasts, legs for days, and expressive eyes….

Brooklyn Gray: Pain Slut Extraordinaire Brooklyn Gray shows what masochistic lengths she will go to in this Device Bondage session. To start her day, she is restrained in a straitjacket…

Device Bondage – Alternative Pain Slut Leigh Raven Gets Whipped, Caned, and Clamped After almost a year, Leigh Raven is back, bald, and better than ever. She is restrained in…

TS Seduction – Sensual Sex In The Champagne Room With Honey Foxxx And Lance Hart In a private room surrounded in red velvet, Honey Foxxx dances seductively in red lace…

TS Seduction – Chelsea Marie Fucks Pervert Panty Slut Flawless femdom Chelsea Marie has recently completed a smoking hot session and gotten a decent profound dicking down from one of…

You Had One Job! Kaiia Eve & Alrik Angel When Kaiia Eve left for work in the morning she gave her husband Alrik Angel one job to do. Sitting on…

Nurse StepMom Examines Penis – Kymber Leigh Junior is having some pain in his crotch. He doesn’t know what to do as his Step Mom is at work, and he…

The Futa Pill The Futa Pill starring Talia Mint is a journey of daring desire and transformation. Talia, a playful and adventurous woman, has always enjoyed exploring her body and…

Black Is Better 2 Always On My Mind When she started cleaning up Mr. Maxwell’s lavish home, AJ Applegate never imagined the heat he was packing. But that all changed…

Sharing With Stepmom Katy Rose & Lea Lexis: After noticing how Katy’s perky nipples showed through her white T-shirt, Lea sent her away to throw on a sweater and recruited…

Sharing With Stepmom 2 Amirah Adara & Martina Gold When Amirah joined Martina at the table for breakfast, she caught hell for every little thing. but making such a fuss…

Backdoor Beauties 2 Emma Brown Finally Edward gave in to Emma’s desire and followed her to the mattress, where she pulled down his pants and began to lick and suck…

Stepmom Lessons 6 Julia Roca & Silvia Lauren It wasn’t until Nick caught them indulging in 69 upstairs, and interrupted Julia’s naughty facesitting escapades the the threesome broke out and…

Backdoor Beauties 3 The hottest babes, the hottest anal scenes. Lexi Donna stars in this anal extravaganza. These gorgeous chicks are not as innocent as they seem, they absolutely love…