Your Search Returned 1082 Results
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: Wed. Jan. 03, 2024
Mila: Preemptive Spanking
Mila gets her daily motivational spanking from the Headmaster. She goes over his lap for a bare bottom hand spanking, then stands up and grabs her ankles for the finish.
Updated: Mon. Jan. 01, 2024
Daija & Amber: Punished Together (Part 3)
Daija and Amber are given a long hard punishment together for a multitude of offenses. In part three, the paddle makes an appearance and bottoms get very red. The Headmaster finishes the long painful punishment sessions with some naked OTK (the girls are naked not the Headmaster).
Updated: Fri. Dec. 29, 2023
Daija & Amber: Punished Together (Part 2)
Daija and Amber are given a long hard punishment together for a multitude of offenses. In part two, both girls are given a taste of the strap.
Updated: Wed. Dec. 27, 2023
Daija & Amber: Punished Together (Part 1)
Daija and Amber are given a long hard punishment together for a multitude of offenses. In part one, Amber is punished with hand, hairbrush and leather strap.
Updated: Mon. Dec. 25, 2023
Daija: Caning
Daija is caned by the Headmaster to remind her to keep the van clean.
Updated: Fri. Dec. 22, 2023
Jenna: Maintenance Ping Pong Paddle Punishment
The Headmaster gives Jenna, in her school girl uniform, a severe maintenance spanking with his trusty ping pong paddle of higher learning. He starts her OTK and then finishes with her bent over a bench.
Updated: Wed. Dec. 20, 2023
Clarice: Naked in Bed
A naked Clarice is order onto her chest and knees, with her bottom very exposed, in her bed for a hard spanking with a heavy yardstick.
Updated: Mon. Dec. 18, 2023
Mila: Like a Babe in the Woods
Mila is spanked beneath old growth oak not far from Nottingham. (Shot quickly before the Sheriff chased them off.)
Updated: Fri. Dec. 15, 2023
Coed Bailey is Spanked for Wearing too Much Makeup
Coed Bailey reported for a conference wearing too much makeup. She was made to get water, soap and a washcloth so her Headmaster could wash her face and remove the makeup. She was spanked OTK by hand with 252 slaps. She was also stripped naked and made to bend over an ottoman to have a blue-holed paddle used on her with 20 strokes and a ping-pong paddle used on her with 100 strokes. As always she cries during her spankings.
Updated: Wed. Dec. 13, 2023
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