Tag Archives: Older Woman / Younger Women

Lady Jose entrusts her home to Willow as house sitter, with simple tasks like watering the plants, bringing in the mail, and ensuring all is well. After completing her duties, …

In this hour special custom long film, meet Dr. Sarah, a former newly qualified nurse under Matron who later in life becomes Matron’s superior. She is young and ambitions but …

Miss Mathews has caught the new student, Olivia, trying to cheat on the upcoming English exam, and doesn’t think she acted alone. Pointing past a similarly downcast Helen, Olivia identifies …

Marianne failed to show up for class today, once again shirking her studies by feigning illness. Unfortunately for her, she’s even a worse actor than she is a student, and …

In part 1, Lizzie is being punished for flirting with the boys and letting them take liberties with her body. When her knickers come down for a bare bottom spanking, …

Georgina 1: Georgina is a new student here, about to learn the hard disciplinary ways of this school. She’s never been spanked, but that ends today with her first spanking …

Dolly’s reckless decision to wear inappropriate clothing to school has consequences she never saw coming. Sent home in shame, Dolly’s mom is furious, leaving work early to collect her wayward …

The girls have been called to report to Miss Svenson and Miss Mathews to discuss their essays. Merchant of Venice 1: First is Theresa and she is up for a …

Sandra 1: New girl Sandra (Charlie Ten) hasn’t been following school rules, including skipping class! This young lady has also *never* been spanked, but that changes today. Over my knee, …

Lounging carelessly in the living room, Amy chatters endlessly into her phone, carrying on with her friend in a manner that quickly grates on the nerves. Every other word falls …