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Mila: After School Spanking (Part 1)
After school, Mila is welcomed home by the Headmaster with a long OTK spanking. He begins with his hand on her bare bottom and then moves up to a hair brush.
Updated: Mon. Aug. 19, 2024
Yvonne: Naked Bedroom Punishment (Part 2)
Yvonne's bedroom punishment continues as she is order up on the bed and on-all-fours. The Headmaster then proceeds to punish Yvonne with the leather strap and ping pong paddle.
Updated: Fri. Aug. 16, 2024
Yvonne: Naked Bedroom Punishment (Part 1)
The Headmasters begins by strapping new girl Yvonne over her skirt. He then orders her to strip naked and bend over the foot of the bed for a hard punishment with the heavy leather strap.
Updated: Wed. Aug. 14, 2024
Jenna: Long Living Room Punishment (Part 4)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. Jenna's day of despair concludes with nakedness, a hard strapping and tears.
Updated: Mon. Aug. 12, 2024
Jenna: Long Living Room Punishment (Part 3)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. In part three, Jenna is given a rubber glove inspection and a long painful session with the hairbrush and belt.
Updated: Fri. Aug. 09, 2024
Jenna: Long Living Room Punishment (Part 2)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. In part two, Jenna is spanked into squirming submission with the Headmaster's belt.
Updated: Wed. Aug. 07, 2024
Jenna: Long Living Room Punishment (Part 1)
Jenna endures a long painful punishment session with multiple implements and positions with the Headmaster in the living room. In part one, she goes over his knee for a bare bottom OTK hand spanking.
Updated: Mon. Aug. 05, 2024
Daija: Talking Back
When a very sassy Daija decides to talk back to the Headmaster, she is rewarded with a painful OTK paddling on her bare bottom.
Updated: Mon. Aug. 05, 2024
Danni: Welcome to the Academy
Shy new girl Danni is welcomed into the Academy by the Headmaster with an interview and several OTK hand-spankings.
Updated: Fri. Aug. 02, 2024
Casey: Private Session with the Headmaster (Part 2)
New girl Casey is given a private counseling session by the Headmaster. She is punished several times, inspected, ordered to strip naked and given her Academy uniform.
Updated: Wed. Jul. 31, 2024
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