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Madison: Red Cheeks
Madison is punished for her cheeky attitude.
Updated: Mon. Jun. 30, 2025
Mila: Long Hard Punishment with Paddle and Hairbrush (Part 2)
Mila is given a long hard punishment by the Headmaster. In part two, the Headmaster switches to the hair brush to make sure sad lonely little Mila has learned her lesson.
Updated: Fri. Jun. 27, 2025
Mila: Long Hard Punishment with Paddle and Hairbrush (Part 1)
Mila is given a long hard punishment by the Headmaster. In part one, she is given a legs up inspection and a paddling followed by some bare bottom OTK.
Updated: Wed. Jun. 25, 2025
Five Girl Punishment (Part 2)
Daija, Bridget, Heather, Lynn and Amber, all completely naked, are punished together by the Headmaster in the bedroom with paddle and strap.
Updated: Mon. Jun. 23, 2025
Mila: Late for her Meeting with the Headmaster (Part 2)
Innocent young Mila is late for her scheduled meeting with the Headmaster. In Part 2, she is sent to fetch a leather strap for further punishment. She is order to strip naked and is then made to kneel on the floor for a hard strapping.
Updated: Fri. Jun. 20, 2025
Mila: Late for her Meeting with the Headmaster (Part 1)
Innocent young Mila is late for her scheduled meeting with the Headmaster. She is whisked over his knee, her dress is lifted and she is given a stinging bare bottomed hand spanking.
Updated: Wed. Jun. 18, 2025
Daija: Where's My Money!
Daija borrowed money from the Headmaster that she has failed to repay in a timely manner. The Headmaster takes Daija over his knee for a hard and painful bare bottom paddling.
Updated: Mon. Jun. 16, 2025
Zara: The Punishment Room
Zara is ordered to the punishment room where her wrists are bound over her head. She is then given doses of the strap and the yardstick. She is quickly reduces to helpless sobs.
Updated: Fri. Jun. 13, 2025
Amber: Long Naked Hand Spanking
Amber has just been released from jail and the Headmaster welcomes her home with a long hard naked hand spanking.
Updated: Wed. Jun. 11, 2025
Daija: Faces
Daija is bent over the desk and given a hard spanking with the ping pong paddle. A camera tight on her face peers into her very soul as she endures a life changing punishment.
Updated: Mon. Jun. 09, 2025
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