As part of Jenna's increased responsibilities at the Academy, she is expected to report in more to the Headmaster. She has failed to live up to his expectations in this regard. The Headmaster punishes her with OTK hand and hairbrush spankings on her bare bottom.

The Headmaster has a long day of punishment planned for wayward young Mila. In Part Three, naked Mila goes down on the floor for a long punishment with the hairbrush.

The Headmaster has a long day of punishment planned for wayward young Mila. In Part Two, Mila gets a large dose of the wooden paddle.

The Headmaster has a long day of punishment planned for wayward young Mila. In Part One, Mila is ordered to strip naked and go over the Headmaster's knee for a long hand spanking.

Jenna, Heather and Zara are each bent over the couch and given a painful strapping. Their reactions are covered with a tight face camera.

Daija was supposed to clean the kitchen. Did she do it? No she did not. The Headmaster orders the troublesome young girl up onto the kitchen counter where he delivers a firm but loving paddling to her bare bottom.

Bridget gets her lip pierced. This is not allowed at the Academy. The Headmaster rewards her with a painful caning on her bare bottom.

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.