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Daija: Failure to Study
Daija is in the study room, where she is supposed to be studying. She is not. The Headmaster orders her over the desk with her skirt lifted and paddles her soundly.
Updated: Mon. Jul. 14, 2025
Yvonne: Paddled Hard (Part 2)
Yvonne goes over the Headmaster's knee for a hard painful paddling. In Part Two, young Yvonne goes over the Headmaster's knee for a hard paddling. She is left with a well marked bottomed and a much improved disposition.
Updated: Fri. Jul. 11, 2025
Yvonne: Paddled Hard (Part 1)
Yvonne goes over the Headmaster's knee for a hard painful paddling. In Part One, she is lectured and goes over his knee for a little hand OTK to warm her up for the hard paddling to come.
Updated: Wed. Jul. 09, 2025
Madison: Home Late
New girl Madison returns home late. The Headmaster is not amused. She is pulled over the Headmaster's knee for a painful hand spanking over her colorful panties.
Updated: Mon. Jul. 07, 2025
Sadie: Van Spanking, Hairbrush and Hand
The Headmaster pulls to the side of the road to deliver a five minute hair brush spanking to Sadie's bare bottom. A good time is had by all.
Updated: Fri. Jul. 04, 2025
Daija: Hairbrush Punishment
As an anxious Kelly looks on, the Headmaster punishes Daija soundly with a hairbrush.
Updated: Wed. Jul. 02, 2025
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
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