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Page: 12 of 109
Daija: Bent Over the Back of the Couch and Paddled to Tears 1 Daija: Bent Over the Back of the Couch and Paddled to Tears 2 Daija: Bent Over the Back of the Couch and Paddled to Tears 3 Daija: Bent Over the Back of the Couch and Paddled to Tears 4
Daija: Bent Over the Back of the Couch and Paddled to Tears
With cameras covering her bare bottom and teary eyed face, young Daija is place naked over the back of the couch and paddled hard by an Angry Headmaster.
Updated: Mon. Dec. 19, 2022
Jenna: OTK Hand Spanking 1 Jenna: OTK Hand Spanking 2 Jenna: OTK Hand Spanking 3 Jenna: OTK Hand Spanking 4
Jenna: OTK Hand Spanking
The Headmaster takes Jenna over his knee for an OTK hand spanking in a heroic effort to correct her dreadful fashion sense. This is not Annie Hall after all.
Updated: Fri. Dec. 16, 2022
Daija: Long Bare Bottom OTK Hand Spanking 1 Daija: Long Bare Bottom OTK Hand Spanking 2 Daija: Long Bare Bottom OTK Hand Spanking 3 Daija: Long Bare Bottom OTK Hand Spanking 4
Daija: Long Bare Bottom OTK Hand Spanking
Daija goes over the Headmaster's knee for a long hard OTK hand spanking.
Updated: Wed. Dec. 14, 2022
Stephanie: Introduction to the Academy 1 Stephanie: Introduction to the Academy 2 Stephanie: Introduction to the Academy 3 Stephanie: Introduction to the Academy 4
Stephanie: Introduction to the Academy
New girl Stephanie is welcomed into the Academy by the Headmaster. He explains explains the rules to her. She then receives hard hand spankings in a number of different positions, beginning over her jeans, and finishing with her completely naked.
Updated: Mon. Dec. 12, 2022
Daija: Short and Sweet Hairbrush Spanking 1 Daija: Short and Sweet Hairbrush Spanking 2 Daija: Short and Sweet Hairbrush Spanking 3 Daija: Short and Sweet Hairbrush Spanking 4
Daija: Short and Sweet Hairbrush Spanking
Naked Daija gets a quick and hard, no-frills OTK hairbrush beat down.
Updated: Fri. Dec. 09, 2022
Bridget: Kitchen Duties 1 Bridget: Kitchen Duties 2 Bridget: Kitchen Duties 3 Bridget: Kitchen Duties 4
Bridget: Kitchen Duties
Bridget, wearing only a small apron, is guided through her kitchen chores by the Headmaster. He counsels her with a thick leather strap and his mighty 'Yardstick of Doom'.
Updated: Wed. Dec. 07, 2022
Zara: Strapped for Not Reporting Out 1 Zara: Strapped for Not Reporting Out 2 Zara: Strapped for Not Reporting Out 3 Zara: Strapped for Not Reporting Out 4
Zara: Strapped for Not Reporting Out
For trying to leave without properly reporting out, the Headmaster strips Zara, makes her kneel on the ottoman, and then straps her hard with a thin leather strap.
Updated: Mon. Dec. 05, 2022
Daija and Francesca: Punished Together 1 Daija and Francesca: Punished Together 2 Daija and Francesca: Punished Together 3 Daija and Francesca: Punished Together 4
Daija and Francesca: Punished Together
The Headmaster makes an example of Daija to teach new girl Francesca about how things work at the Academy. Both girls receive OTK hand and hairbrush spankings while the other girl watches. Francesca receives a legs up strapping as a warm welcome to the Academy.
Updated: Fri. Dec. 02, 2022
Jenna: Bend Over and Grab Your Ankles 1 Jenna: Bend Over and Grab Your Ankles 2 Jenna: Bend Over and Grab Your Ankles 3 Jenna: Bend Over and Grab Your Ankles 4
Jenna: Bend Over and Grab Your Ankles
The Headmaster learns that Jenna is again having contact with her ex-girlfriend. This was a relationship that was abusive and destructive for Jenna. She was forbidden to see the girl again by the Headmaster. He punishes her by having her grab her ankles and then strapping her to tears.
Updated: Wed. Nov. 30, 2022
Daija: Paddled in the Basement 1 Daija: Paddled in the Basement 2 Daija: Paddled in the Basement 3 Daija: Paddled in the Basement 4
Daija: Paddled in the Basement
Daija enters the room alone carrying a wooden paddle. She drops her pants and panties, assumes the position, and waits for her punishment. The Headmaster arrives and delivers the punishment.
Updated: Mon. Nov. 28, 2022
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