Rose From Nowhere Who is that strange girl wandering about the garden? Headmaster Tom had stepped out onto the balcony to breathe some fresh air into his lungs and take…

The Morning After… Annie, are you ok!? She won’t be after this morning. She might’ve had fun the night before, partying and disobeying clear and direct orders, but she gets…

Lisa’s TV Evening It’s time to revisit Girls Boarding School! Lisa is much like many of the girls here ? beautiful, but naughty and of course disobedient! Lisa is hoping…

New Resident Annie Annie is a new transfer resident to Girls Boarding School. Annie is not used to the kind of rules here, so when she appears late for class…

Addicted To Sweets From Spanked Cuties Young ladies really got to watch what they eat! Of course, being TOO skinny is not what we want to see…but a glutton girl…

New Resident Jodie Someone keeps ringing the doorbell but when the Headmaster goes to see who it is there is no one there. He finally sees a girl hiding behind…

Claire’s Exercise The Headmaster leaves Claire with an assignment but she finds it immensely frustrating. She balls up and throws away paper after paper. When the Headmaster returns and finds…

New Resident Emma Part 01 Emma waits nervously to see the Headmaster. When the Headmaster finally confronts her we learn that she has been trying to steal Claire’s clothes. So…

Naked In The Attic The Headmaster demands a naked Linda and Claire wait for him in the cold, stark attic. When he arrives it is with a paddle and a…

Caning Over The Chest When we see Linda she has been in one position for at least 35 minutes ? kneeling on a desk with her hands on her head….

Sunny Spankings From Spanked Cuties No doubt, this sunny day invited for a nice sunbath. But come on, naked? NAKED as a jaybird, right in the middle of the garden…

No Ball Games Allowed From Spanked Cuties A real life story from Hungary: the young girl in this video knew very well that there was a strict ban on playing…

Late For School From Spanked Cuties The bed feels soooo good…. simply TOO good for getting up and going to school. That’s what this young lady must have been thinking…

Wrong Decision From Spanked Cuties A young secretary unexpectedly finds herself in trouble at the office, for the crime of wrecking the computer. She is stripped fully naked by her…

Forgotten Shopping From Spanked Cuties Oh what a stupid mistake! She forgot doing the shopping – AGAIN! This lazy girl has been told many times before to do what she’s…

A Letter To My Friend From Spanked Cuties Still under the administration of Mrs. Johnson, Sophie got a feeling that she needs to share her experiences of the past few…

Barbecue From Spanked Cuties Sometimes, only one educator and only one cane simply isn’t enough. Watch poor Sophie being caned by 2 educators, from the left and from the right…

Sex And Submission – Daddy’s Girl When blonde cutie Carolina Sweets accuses Seth Gamble of taking her money and maxing out her credit cards Seth gives her an attitude adjustment…

Device Bondage – Petite Slut Serena Blair Punished And Made To Cum In Metal Bondage! It has been quite some time since this little sex package graced the Device Bondage…

Pain Slut MILF London River With Rough Sex And Rope Bondage Blonde, giant tits, big booty, and completely submissive; London River is the kind of wanton whore that can never…

Device Bondage – S’il Te Plait, Papa Arabelle sexy little thing and a self proclaimed cock pleaser. Her ability to swallow large cock will get tested today. She is locked…

Whipped Ass – Mona’s Pair Of Perfectly Perverted Pets On their hands and knees, face to face, locked together at the mouth with one shared ball-gag, Skylar Snow and Kacie…

The Upper Floor – Orgy of BDSM Players Train Anal Submissives to Fuck and Serve The Upper Floor hosts its filthiest BDSM orgy yet, and this time it’s saddled with…

Paisley Porter Pretty in Pink Paisley Porter started out as model for some of the biggest magazines in the world. After becoming a star in her field, she decided to…

Her Ass Is Perfect Perfect skin, tight lips, and beautiful faces; this is what you’ll find in Her Ass is Perfect. Passionate and playful, but with just the right amount…

I Crave Pussy Perfect skin, tight lips, and beautiful faces; this is what you’ll find in I Crave Pussy. Passionate and playful, but with just the right amount of rough,…

Big And Black 3 These girls like it big and black. Nothing else will do. They simply must have the girth and weight of a black cock inside of their…

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…

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…

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….

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…

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…

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…

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…

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…

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 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…

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…

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…