Red, Red And Red Irelynn could hardly believe her eyes when she read the punishment note a few days ago: a bruised bottom for 2 weeks! In other words: bottom…
Funny Signs Headmaster Tom is getting some ice from the fridge when he notices that the fridge door is sticky and dirty. He calls for Maggy and hands her a…
New Resident Micaela Michael is trying to calm somebody down on the phone. He promises that Micaela will be dealt with immediately. He replaces the receiver and calls Micaela to…
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…
New Resident Lucy Lucy, inconsiderate girl that she is, enters the living room without knocking. When she returns after knocking she delivers a speeding ticket notice to the Headmaster. He…
Playing A Prank Headmaster Tom is mad as hell! He missed an extremely important phone call when he couldn’t enter GBS because one of the girl changed the door code!…
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 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…
Both To Be Sentenced It’s not the content, it’s the words! Simone’s objective is to write an essay about proper punishment while spelling every word correctly. When Headmaster comes back…
Sista Slam Some chicks just need more than one dick. These guys are packing some of the biggest black boners that our desperate divas have ever seen. When this heinously…
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…
A Quick Reminder Cheaters never prosper, and so long as there are those who do not wish to achieve and instead labor off of other individuals toils, so long as…
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…
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…
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…
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…
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…
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…
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…
Spanking The Laziness Out Of Her Roseanne is a lazy schoolgirl having a lazy afternoon. She’s just reading some nice magazines and listening to some cool music. Being alone at…
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…
Caught & Punished Claire and Emma are searching through the Headmaster’s bed chambers. Claire finds some money and quickly stuffs it in her sock before Headmaster Tom comes in and…
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….
Hot Teen Sluts Stuffed Full! Anal & DP These slutty little nymphos love to get their tiny holes stuffed with cock. From deep throating massive meat to wicked anal poundings…
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…
Double Tawse Punishment Linda and Jenny wait nervously for Headmaster Tom, both silent in their fear of what’s to come. And what comes is a double tawse punishment for the…
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…
A Reverse Gangbang Movie Meet the two luckiest studs in the world. They get to plow their big cocks into the steaming snatch of some of the hottest sluts on…
Sisterhood All Girl Orgies It’s all about sisterhood, or is that sister’s hoods? Not a neighborhood, and not a society that fosters caring and unity, but the hood that hides…
It’s A Group Thing When three’s a crowd, take off all the clothes and see what happens! Threesomes between MMF and FFM here, with all ebony ‘actors’ sucking and fucking…
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…
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…
