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Clarice: Punished for Not Taking Care of Herself (Part 1)
Clarice's late night party till dawn lifestyle is catching up with her and affecting her health. The Headmaster offers holistic wellness counseling in the form of a long punishment session. In Part One, the sickly girl is given an OTK hand-spanking and some up close time with the Headmaster's mighty 'yardstick of negative reinforcement'.
Updated: Mon. May. 05, 2025
Mila: OTK Just Because
Mila is given a OTK spanking by the Headmaster just because he wants to. He starts with hand and moves on to hairbrush and hugs.
Updated: Fri. May. 02, 2025
Brooke: Bedroom Punishment
The Headmaster punishes Brooke in her bedroom with hand, hairbrush and a painful wooden scrub brush, first over her panties, then on-the-bare and finally completely naked.
Updated: Wed. Apr. 30, 2025
Daija: Going Out While Grounded
The Headmaster learns that Daija has been sneaking out while she has been grounded and confined to the house. He takes her OTK and uses a hairbrush on her shapely bottom. Her squirming and crying suggests that he made his point.
Updated: Mon. Apr. 28, 2025
Mila: Cooking a Little Breakfast
Poor lovely simple minded Mila struggles to prepare even a simple breakfast for Headmaster Ken. He orders her naked as he punishes her with a yardstick across her shapely bottom.
Updated: Fri. Apr. 25, 2025
Daija: Paddled Hard
The Headmaster discovers Daija has been sending nude photos to her boyfriend. Her orders her to strip nude and bend over and grab her ankles for a hard painful paddling.
Updated: Wed. Apr. 23, 2025
Madison: Messy Kitchen
Waify yet incompetent Madison finds it impossible to keep the kitchen clean. The Headmaster helps motivate her with face slaps and an OTK hand spanking.
Updated: Mon. Apr. 21, 2025
Tabitha: Naked OTK
Naked, lovely and tattooed Tabitha goes over the Headmaster's loving knee for a lengthy OTK hand-spanking. Afterward she is posed and photographed.
Updated: Fri. Apr. 18, 2025
Daija: OTK - Hairbrush and Paddle
The Headmaster gently counsels Daija on the importance of keeping her personal space neat and tidy. She goes over his knee for a painful dose of the hairbrush and paddle.
Updated: Wed. Apr. 16, 2025
Zara: Submissive Training
Zara continues along her path to submissiveness, helped, as always, by the Headmaster's gentle guidance. Already stripped naked, and with a very bruised and sore bottom, she goes over the Headmaster's knee for a long slow hand spanking.
Updated: Mon. Apr. 14, 2025
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