A Bed Room Mess There are certain internal procedures at Girls Boarding School. Let’s see what happens when a girl repeatedly ignores the issue of keeping her bedroom tidy and…
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…
Big titty mommies stacked to the rafters! Momma’s got a built-in playground. A sexual circus carnival with all the rides you need right under her massive big-top. Every ticket’s a…
The New Resident – Part 1 Lisa and new resident Gina, enjoy a game of billiards in the basement. Headmaster Tom is taken aback by the new girls’ presence. He…
New Resident Tina Student Tina has left open the GBS gate overnight which has caused the Headmaster’s dogs to escape. She is horrified but the Headmaster even more so since…
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…
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…
Special Positions Janie is called into the living room by a very unhappy Headmaster Tom. He places her over his knee with his one leg covering both of hers so…
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…
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…
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…
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….
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…
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 Wet Cane The Headmaster is waiting when Maja enters the bathroom clad only in a fluffy white towel. He asks her to remove the towel and enter the tub,…
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…
No More Warnings After being warned about coming home late two times before, Mary still has not learned her lesson. But she has learned there will be no more warnings….
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…
Pure Spanking Punishment Punishments take many different positions. Jenny begins with a paddling while she’s on her knees with only a top on. It continues with her lying flat across…
Learning or Swimming The Headmaster leaves Samantha to do her homework and then go to bed. She has barely done anything in the last two hours. After he leaves she…
Gia Darling: Big Boob Adventures #3 Gia Darling is back to show off some of her favorite big boob transgender girlfriends! . Gia Darling and Redhead Threesome Bondage – Duration:…
X Professionals There may not be Honor Among Thieves, but there is OUTRAGEOUS SEX! Welcome to the World of Fast Cars, Fast Cash, and Faster Women! Warning: Dangerous Curves Ahead!…
Hairy pussy gets hardcore creampie action. Hairy pussy, hairy armpits and hairy legs…these girls have it all and are super horny. Check out this amazing cast of hairy women who…
Fresh Meat: Aria Lee Aria is brand new to Kink.com, and we wanted her to feel welcome, so we booked her for a Hogtied shoot with The Pope; that seemed…
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…
Little Fuck Slave Mickey Mod and Jane Wilde were partners in crime and now that he’s the boss, he keeps Jane prisoner in his house to use only for sex….
A Rooftop Romance Summer evenings in Budapest are hot and this year our girls have decided to stay in the city as they enjoy the warm weather and wild nights…
Machine Fucked, Flogged, Shocked And Made to CUM The beautiful and sexy Ana Foxxx is back and hotter than ever. The day begins with Ana perched up high with her…
Hogtied – Brunette MILF in Bondage We begin with Bianca standing. Her head is wrapped to give her some sensory deprivation before the suffering begins. Clamps are applied to her…
Hogtied – Angela White’s First Time In Brutal Bondage And Tormented The legendary Angela White has decided that she wanted to be tied up and disciplined, and only wants the…
Mommy’s Little Pervert Pervy Corbin Dallas is jerking off furiously when his stepmom Julia Ann walks in on him. There he is, in her bed, smothering his face with her…
