Tag Archives: Older Woman / Younger Women

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 …

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, …

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, …

Sarah and Lexi’s midnight skinny dip in the neighbor’s pool is caught on camera, and when Sarah’s mom finds out, she’s furious. The girls try to deny it, but the …

Matilda stands nervously at the door of my study. The stern reputation of the Headmistress is well known in the school, so she is nervous, as she should be. A …

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 …

One tiny office shared by two woman, one older and a bit stuck up and the other fresh and fun, both full of attitude… What can go wrong? Plenty! This …

In this strict domestic discipline video, naughty Prudence faces stern maternal correction from Miss Bernadette. Eager for a Halloween costume party, Prudence rummages through the house and sneaks into the …

Our two young very naughty girls giggle after being instructed on the harsh rules by their strict matron. They soon stop giggling after Step-Father Thomas’ religious service & being caught …