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 …

Susie assumes the position over my spanking bench, gasping in pain as I bring the cane down hard on her naughty bottom. Her classmates stand against the wall, hands on …

Judy is shaking in apprehension as she bends over my spanking bench, terribly frightened at the eighteen strokes she has coming. I slash the air with my cane, before bringing …

Dorothy steps forward, gingerly rubbing her sore bottom before bending over my spanking bench. She trembles in fear as I whip the cane through the air, then cringes in pain …