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…
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…
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…
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,…
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…
These girls know how to keep the crowd thoroughly entertained. Most cheerleaders have team spirit but some live and breathe…and fuck for their team. That’s exactly how it goes for…
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…
Jacky William, a clown whose career is taking off with difficulty sees his future darken. Because in a video filmed without his knowledge where he reveals his premature ejaculation problems,…
Whipped Ass – Horny Roommate Anally Dominates Redhead Slut Daisy Ducati catches roommate Lauren Philips masturbating to hardcore lezdom porn and using her butt plug! Lauren is so embarrassed and…
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…
TS Pussy Hunters – The Gorgeous Jenna Creed Fucks Cassandra Cain Cassandra Cain is a big breasted, dark haired beauty who knows exactly what she wants. She arrives at a…
TS Seduction – Featuring La Cherry Spice and Prince Cherry is rock hard and ready from the first moment she lays eyes on Prince. He’s a baby-faced blonde that is…
. Blowjob From Asia Carrera – Duration: 8 min – Starring: Asia Carrera Silvia Saint Sucking a Dick – Duration: 8 min – Starring: Silvia Saint Jessica Drake Getting Cum…
New Girls: Redheads 2 BANG! Presents New Girls: Redheads 2, starring Lucy Foxx. Young redheads taking dick. . Lucy Foxx is a Young Nympho with a Step-Bro Fantasy – Duration:…
Little Asians Vol. 14 Gia Dibella wants to go viral but it just hasm’t happened yet. Her stepbrother suggets wearing more revealing outfits. Now Gia’s gone viral and needs to…
Tied up and Taken Down! Sasha Knox lives out a fantasy of being aggressively tied up, over powered, and taken down by 5 men. Brutal sex in bondage, double penetration,…
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…
Irresistible Beauties Vol. 6 If there’s one thing that Barbie Rous Leya de Santis, Lia Lin, Agatha Shay and Private newcomer, Lily Mays, all have in common, it’s their irresistible…
Hill Street Blacks They get off when the heat is on! The precinct is practically deserted due to a power outage as a group of hookers is brought in. In…
Scream XXX In Scream XXX, the porn genre is turned on its head. Our cute young girls are stabbed with meaty weapons as a crazy ghost faced killer is on…
