Tag Archives: School Discipline

Gloria removes one of her shoes, reluctantly handing me the stiff plimsoll before she goes back over my knee. The paddling on her bare bottom makes her gasp in pain, …

What a delight it was to have Randi come along to film with me, she is a naughty pretty little thing who just loves to act like an adult! Well …

Morgan has been spanked and diapered by her Step-mommy and made to stand in the corner to think about how she has behaved. Morgan is so used to doing as …

This is the first young lady to grace my new age regression website and I picked Violet Haze for that honour. This is the first part of a three part …

Another film in our Regression Sessions films where naughty ladies are regressed to their schooldays by a strict Mommy, strict but not very fair you might say. Tammy has been …

Two sassy office workers, Dillon and Mila have been punished and given a bag containing school uniforms and told to turn up at the office on Saturday morning dressed for …

Katarina and Alex come to class unprepared. Their teacher decides these girls need to learn a lesson. They are kept after class, chastised by Ms. Kane and their bottoms are …

This clip was a custom, I was asked to have Ash (Ashley Benson) dressed with a specific style of skirt and in traditional school clothing. She was to be instructed …

“If you don’t turn up for my lessons, you wind up in detention!” Naughty Kimberly is terrified as Miss West comes back into the room holding a cane. Bent over …

Kimberly’s knickers are still down around her knees, as she bends over a chair in a very uncomfortable position. With a stiff plimsoll, Miss West pounds the poor schoolgirl’s bottom …