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Page: 7 of 109
Daija: Bedtime OTK 1 Daija: Bedtime OTK 2 Daija: Bedtime OTK 3 Daija: Bedtime OTK 4
Daija: Bedtime OTK
The Headmaster gives young Daija a before bed OTK hand-spanking on her bare bottom.
Updated: Fri. Jan. 07, 2022
Jenna: Bed Strapping 1 Jenna: Bed Strapping 2 Jenna: Bed Strapping 3 Jenna: Bed Strapping 4
Jenna: Bed Strapping
Jenna is laid out naked on the bed and strapped by the Headmaster with his belt.
Updated: Wed. Jan. 05, 2022
Brooke and Daija: Two Girl Naked Paddling 1 Brooke and Daija: Two Girl Naked Paddling 2 Brooke and Daija: Two Girl Naked Paddling 3 Brooke and Daija: Two Girl Naked Paddling 4
Brooke and Daija: Two Girl Naked Paddling
The Headmaster paddles naked Brooke and Daija together in their bedroom. Each girl is put on the bed on-all-fours and paddled while the other girl kneels on the floor awaiting her turn.
Updated: Mon. Jan. 03, 2022
Taylor: The Punishment Room 1 Taylor: The Punishment Room 2 Taylor: The Punishment Room 3 Taylor: The Punishment Room 4
Taylor: The Punishment Room
Taylor is led by her hair to the punishment room. The Headmaster positions her on-all-fours, applies some judicious groping and then spanks her already very red bottom.
Updated: Fri. Dec. 31, 2021
Daija: Bad School Girl 1 Daija: Bad School Girl 2 Daija: Bad School Girl 3 Daija: Bad School Girl 4
Daija: Bad School Girl
Daija is being insolent as all get out. The Headmaster is not amused. He deals swiftly and decisively with her disrespectful attitude. She is ordered to bare her bottom and is then properly paddled. That stings!
Updated: Wed. Dec. 29, 2021
Jenna: Strapped at the Picnic Table 1 Jenna: Strapped at the Picnic Table 2 Jenna: Strapped at the Picnic Table 3 Jenna: Strapped at the Picnic Table 4
Jenna: Strapped at the Picnic Table
While on the road, the Headmaster pulls over and finds a secluded picnic area to give Jenna a much needed strapping.
Updated: Mon. Dec. 27, 2021
Daija: Hairstyling Tips 1 Daija: Hairstyling Tips 2 Daija: Hairstyling Tips 3 Daija: Hairstyling Tips 4
Daija: Hairstyling Tips
The Headmaster offers Daija haircare tips, first with his hand and then with a ping-pong paddle.
Updated: Fri. Dec. 24, 2021
Angelina: Dress Code Violations 1 Angelina: Dress Code Violations 2 Angelina: Dress Code Violations 3 Angelina: Dress Code Violations 4
Angelina: Dress Code Violations
Poor Angelina is still figuring out this complicated dress code situation. She is given a long painful punishment with yardstick and hand on her bare bottom, with a dash of ruler on her feet to remind her about proper footwear.
Updated: Wed. Dec. 22, 2021
Daija: No Whining! 1 Daija: No Whining! 2 Daija: No Whining! 3 Daija: No Whining! 4
Daija: No Whining!
Daija is called into the Headmaster's private executive office to discus her poor attitude and continual whining. Stubbed toe or not, she will be punished. The Headmaster bends her over his desk for a bottom blistering dose of the wooden paddle.
Updated: Mon. Dec. 20, 2021
Daija: School Girl Beat Down 1 Daija: School Girl Beat Down 2 Daija: School Girl Beat Down 3 Daija: School Girl Beat Down 4
Daija: School Girl Beat Down
Daija the school girl is given a long painful punishment with strap and paddle. She is reduced to screams, sobs and begging.
Updated: Fri. Dec. 17, 2021
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