Your Search Returned 1085 Results
Jenna: Strung up - Strap and Crop
The Headmaster councils Jenna on the benefits of returning home from her dates on time. He begins with her naked in the living room. She receives a painful OTK punishment with a hairbrush. The Headmaster then puts her wrists in cuffs and takes her, still naked, too the 'backroom'. There she is bound with her hands above her head. He then severely punishes young Jenna, alternating between a heavy leather strap and a short riding crop. She is left very red and sobbing.
Updated: Mon. Dec. 28, 2020
Brooke: Punished Hard by Daija
While senior coed Daija is welcoming a new girl into the Academy, troublesome Brooke feels the need to make unsolicited and rude comments. Daija rewards Brooke's verbal gymnastics with a long hard punishment that includes; hairbrush, hand, paddle and even a brief appearance by Mr. Ball Gag.
Updated: Fri. Dec. 25, 2020
Stephanie & Desire: Welcome to the Academy (Part 2 of 2)
Stephanie introduces new girl Desire to the Academy and the Headmaster. In Part 2, new girl Desire is introduced to the Headmaster punishments as she receives her own OTK hand spanking as naked Stephanie kneels on the floor. Desire then receives a hairbrush spanking and a legs-up strapping. The Headmaster leaves the new girl with no doubt as to the level of discipline in the Academy.
Updated: Wed. Dec. 23, 2020
Stephanie & Desire: Welcome to the Academy (Part 1 of 2)
Stephanie introduces new girl Desire to the Academy and the Headmaster. Desire is slow to obey and the Headmaster punishes both girls for her lethargic responses. After finally getting Desire stripped naked, the Headmaster then orders Stephanie to strip naked as well. Her punishment begins with a long LOUD OTK hand-spanking and continues with additional bottom punishment with her on the ground on knees and elbows. New girl Desire is visibly affected by the example of the Headmaster's strict discipline and punishment.
Updated: Mon. Dec. 21, 2020
Jenna Spanked for Lounging Around
Jenna was caught by her Headmaster lounging around the Academy rather than getting dressed in her uniform and getting the work done that he assigned her to do. The result was a long punishment session, starting with 2 face-slaps! Then it was OTK for 20 hand-slaps, followed by 90 strokes of the hairbrush. Then she was made to kneel on the floor to receive 40 more strokes of the hairbrush. Standing and bending over with her hands on the floor, she received 64 more. Finally, she was back over his knee for 70 hard slaps with his hand. 284-STROKE SPANKING!
Updated: Fri. Dec. 18, 2020
Amanda: Bondage, Straps and Paddles
The Headmaster decides that troublesome Amanda needs special attention. Naked, Amanda is taken down to the basement for an extended punishment. After a long hand spanking, she is put on a table and bound with plastic wrap. She is then punished with a leather strap, wooden paddles and a heavy wooden brush. Much screaming and crying ensues.
Updated: Wed. Dec. 16, 2020
Daija: High Heels, No Words and a Paddle
Daiaja waits in her bedroom, naked but for high heels, bent over the foot of the bed. The Headmaster, carrying a paddle, enters and without a word gets busy. A very painful punishment.
Updated: Mon. Dec. 14, 2020
Brooke: Welcome Back
After being kicked out of the Academy by the Headmaster for her continued poor attitude, Brooke returns, desperate to be readmitted to the Academy. The Headmaster welcomes her back with a long hard OTK hand-spanking on her bare bottom.
Updated: Fri. Dec. 11, 2020
Desire & Stephanie: Paddled Together
The new girls, Stephanie and Desire, are brought in naked. They both receive hard paddlings, both OTK and on all fours. Both girls are then dressed in their Academy uniforms.
Updated: Wed. Dec. 09, 2020
Daija: Caught Napping and Paddled
The Headmaster finds Daija napping on the couch yet again. He wakes her with several hard slaps to her bottom. She then receives a long hard punishment with a heavy wooden paddle that leaves her sobbing. The Headmaster finishes Daija's punishment with an OTK hand-spanking.
Updated: Mon. Dec. 07, 2020
© Alpine Entertainment Group Inc. 2009