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…
Shoeshine Girl Headmaster Tom is obviously livid with Nicole. He calls her into the living room to see what he has prepared for her. Her horror plainly shows on her…
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…
The Mean Roommate It’s a Sunday morning – why is Maggy wrapped in a duvet and sobbing her little heart out? Headmaster Tom is amazed to hear that Maggy’s roommate…
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….
Dress Code Attitude When new resident Sanna came back home to the institution in the evening, Headmaster Tom could hardly believe his eyes! She was wearing black leggings, a fancy…
Maggy Whipped By Headmaster Tom Headmaster Tom is making a very embarrassing phone call. A package has arrived at GBS addressed to Maggy. On being opened it was found to…
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…
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…
Broken Glasses Amy tiptoes across the patio and past a dozing Headmaster Tom. She gently pilfers the door keys from his hand. After she enters she removes her shoes to…
Bridget’s Addiction Bridget has been summoned to Mr. Lewis’ detention room. The girl has been subscribing to lewd sites and has run up a $600 bill! Mr. Lewis punishes her…
New Resident Emily – No Discussion Required Emily, new to GBS, secrets herself in a bathroom and confidently lights up a cigarette. Later, we see her nervously gnawing her nails…
Private Pleasures Every woman has secret sexual fantasies, Private passionate thoughts. So few live out their dreams. Join Playgirl on an exotic adventure exploring sensual desires. A journey where a…
2 Hot 2 Handle From The Liner Notes: From day to night your senses are working overtime. Pulse racing, your libido simmering to its boiling point. Just when your body…
Bed Time Trouble As you all know, Headmaster Tom is an advocate of quick and precise decisions. Put another way for Vanessa: being 3 hours late for bed time, means…
Cuties With Booties We got nuttin’ but azz for you. Some of the cutest booties around gettin’ fucked up and down. Damn, you’ve never seen a movie with so many…
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 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…
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…
Big cocks spew in tight barley legal teens! 2015 AVN Award Nominee for Best Specialty Release ? Other Genre Katerina Kay was intrigued when her mom’s boyfriend pinched a tent,…
Bangin’ There’s only one word that can describe the bodies of these beautiful woman. Bangin’; curvaceous, large voluptuous breasts, full lips, and a tight pink pussy that can juice any…
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…
Young Black And Sexy These are some of the hottest, nastiest, sexiest girls you have ever seen. They can’t wait to take that big dick where ever it fits. ….
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…
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…
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…
Vanilla Killaz These little white girls are on the prowl for Mandingo dick. But they don’t want just one – they want to take on two throbbing dicks for double…
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,…
Open Her Up When Brittney Stevens, Nicole Banks, Mahogany and Money signed up for the newest iteration of the Anal Wreckage series, they knew their assholes were in for quite…
Big And Black 8 In six scenes, white girls talk about why they can’t live without big fat black cock. Afterwards, they take a massive dick in each hole, the…
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…
Sweet Lesbian Seduction Insatiable hot lesbians eat up as much pussy as possible. A lesbian journey of discovery for a group of innocent girls exploring the sexual urges they hold…
Deviant therapists can’t resist pretty pink holes! These are the fears and fantasies that women have when it comes to dealing with a masseuse – that hot guy, or that…
