Misbehaving Again Elin is bringing herself into trouble again! Did she REALLY believe that Headmaster Tom wouldn’t find out about her late return, hours after the committed time? Slipping under…
Bye Bye Michael Get close to the action when Headmaster Michael gets dismissed from Girls Boarding School! What a disappointment for the one and only Headmaster Tom when he arrived…
Fired Little Balls Sally, mischievous imp that she is, decides it will be fun to fire little balls at Headmaster Tom! They land on his head and his work and…
The Broken Cell Phone Another case of disobedience and stupidity at GBS. Against all warnings Maggy couldn’t resist fiddling around with Headmaster Tom’s shiny new toy, a brand-new cell phone…
Blue Monday – Blue Bottom Headmaster Tom hurries towards and into a large warehouse. He calls up a long flight of stairs for Jenny who comes down minus her knickers….
Keagan’s Punishment Obstinacy can lead to all kinds of adverse consequences. Just ask headstrong Keagan. When she committed house rules infractions one time too many, Headmaster Tom could take it…
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…
Monthly Punishment Day Maja is just stirring in bed when the Headmaster arrives unannounced. She cannot imagine why he is there until he shows her an appointment book while swishing…
Punishment Memories Linda is sitting in a corner feeling sorry for herself and sniffling back tears. Jenny joins her on the floor and wraps Linda in her arms to comfort…
Hide & Seek While the Headmaster calls her name around campus, Linda is enjoying herself. She’s ensconced on a balcony smoking and sipping . She is too naughty to be…
Mobile Services Sally has kept the Headmaster waiting. As he paces outside, she sits staring and giggling while texting on her mobile phone. After awhile Headmaster Tom has had enough…
Caught In The Act Alone in her room, the young girl is giving herself some pleasure. Unfortunately, Headmaster Tom hears her moans of ecstasy and breaks into her reverie. He…
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…
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…
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…
New Resident Angelina – Disgusting Behaviour Mr. Lewis roughly pushes a naked Angelina into a room. She has to make up three weeks of homework in order to get her…
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…
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…
Sting Of The Carpetbeater Linda waits patiently in front of a huge heater. When the Headmaster enters he immediately makes her turn around and begins to spank her with the…
Where Have You Been? Headmaster Tom summons Marie. When he asks her where she has been tonight she repeatedly answers that she has been at home. At this he stands…
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…
Who Needs School Rules Yesterday, Mr. Lewis gave Angie the task of learning the GBS rules. When he quizzes her she has yet to learn rule one much less two…
Semi Public Punishment This is a movie about the importance of proper clothing. Sophia waits for the Headmaster perched on a windowsill. They agree that Sophie has a problem with…
Have sex like the best selling novels! Explore the eroticism in being bound and vulnerable. Enhance passion during the art of spanking. Stimulation ultimately enhanced with the intimacy of food….
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…
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…
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…
Divine Bitches – Vagina Dentata Welcome Olive Glass, to Divine Bitches! Olive can disarm a man with one glance, leaving them helpless. Her beauty and power show no mercy. She…
Tiny Titties Vol. 15 Maria Kazi has tiny titties and a bare pussy. Thea Summers is a cutie with mosquito bites. Mia Rivers is a petite teen with one of…
Hot Times At Copenhagen High Come see these HOT looking female high school seniors.. They are out of control! They can’t keep their hands, mouths, or bodies off their teacher…
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…
Sexual Fantasies 7 Appetizing Spread: Black goddess Olivia Jayy is in the mood for a snack, but when Seth Gamble spots her in the kitchen looking ravishing in her red…
Masturbienchen “Welcome to second part of our jerk-off spectacle, Friends! Look forward to 7 lively suckling pigs as if out of their senses with nimble fingers polishing the ergot, apply…
Only 18 #5 Like most wines, women get bitter with age. That’s why we love girls who are Only 18. Watch Autumn Falls, Dakota Skye, Gina Valentina, and more of…
The Perfect Sister in Law Freya Von Doom just arrived at her brother’s new home, excited to see the place-and that’s when she meets her hot sister-in-law Serene Siren for…
Beine Breit! Polizei Barely out of the police academy, the newly minted morality police officers are already gleefully exercising their newfound power. Whether at a breathalyzer test or in jail…
