Tag Archives: John Osborne

Violet has been sent to the Headmaster for a punishment she won’t soon forget. Dressed provocatively in very tight gym panties and a tight top, she was sent out of …

Watch Adriana Evans take one of her hardest, most humiliating punishments in a cheerleader uniform – The rest of the squad won’t cheer with Adriana and it’s up to their …

An incident in the locker room during cheer practice leads to Anastasia being immediately sent to the principal’s office of Mr. Osborne. He has just been briefed on the telephone …

Christina and John are on vacation and have a rental car. John is the only person permitted to drive it as he brought his license and is on the contract. …

This is a stunning real tears punishment at Triple A featuring one of our new girls, Elle Bea. She is the Head Girl and had been in so much trouble …

Alex Reynolds, Christy Cutie & Maddy Marks had been summoned to meet the new English teacher, Mr Osborne, who was assigned punishment duty for these repeat offendors for his very …

This is a stunning debut with a real tearful spanking & leather strapping for Syrena. She is ordered to change into her punishment outfit. It is a white camisole, tight …

This is another excellent film in our School Detention Punishment series and this time it is a special “Double Detention” for Nuna Starks making her first appearance at Triple A …

Mackenzie is in big trouble this time. Her Detention Punishment will not be pleasant, not after what she had been caught doing. The Punishment is held in the classroom where …

Mr Osborne is not very happy when his student, Lily Swan, is late for detention. She was already going to get a spanking, but now she will get a caning …