Your Search Returned 1085 Results
Daija: Drunk Again
The Headmaster finds Daija drunk and passed out over the arm of the couch. He administers a swift and painful punishment to the troubled lass with paddle and palm.
Updated: Fri. May. 18, 2018
April: Bringing up the Grade Point Average
New girl April continues her orientation at the Academy with a private counseling session with the Headmaster to discus her grades.
Updated: Wed. May. 16, 2018
Daija: Preemptive Spanking to Keep Making Money
Daiji, in her school girl uniform and thigh high socks, receives a long OTK hand spanking on her bare bottom from the Headmaster to encourage her to keep making money.
Updated: Mon. May. 14, 2018
Casey: Learning to Follow Directions
Casey is counseled by the Headmaster on the importance of listening carefully and following instructions accurately. In part one, she is spanked with rule and paddle, first over her jeans and then completely naked OTK.
Updated: Fri. May. 11, 2018
Daija: Twelve with the Cane
The Headmaster tries out some new canes on Daija, with mixed results.
Updated: Wed. May. 09, 2018
Bridget: Return to the Academy (Part 3)
Wayward Bridget returns to the Academy after a long absence. In part three, Bridget is ordered down to the punishment room. She is inspected more thoroughly by the Headmaster and subjected to painful strap and paddle punishments.
Updated: Mon. May. 07, 2018
Bridget: Return to the Academy (Part 2)
Wayward Bridget returns to the Academy after a long absence. In part two, a naked Bridget is punished with a ping-pong paddle and a heavy leather strap.
Updated: Fri. May. 04, 2018
Bridget: Return to the Academy (Part 1)
Wayward Bridget returns to the Academy after a long absence. In part one, she is re-interviewed, weighed and measured by the Headmaster. She is subjected to multiple punishments along the way, with hand, paddle, ruler and tawse.
Updated: Wed. May. 02, 2018
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: Mon. Apr. 30, 2018
Jordan: Rough Beginnings
New girl Jordan is struggling with the Academy rules. She is once again late and dressed inappropriately. She is given a harsh punishment that includes: face slaps, hand-spanking and the mighty yard stick of doom. Poor wayward Jordan is in tears early on and remains that way to the end.
Updated: Fri. Apr. 27, 2018
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