Tag Archives: Sarah Gregory Spanking

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, …

Miss Zee delivers stern discipline to her wayward submissive Sarah after a night at the dungeon party goes awry. Sarah broke the sacred rule by playing with another without permission, …

Meet Rachel and Dolly, two spoiled sisters who think they know it all. But when their parents hire the strict and no-nonsense Miss Matthews to teach them a lesson in …

In this sizzling corporate discipline video, Rachel, the office assistant, learns the hard way that flirting with clients is not part of her job description. Despite her good intentions, her …

Sarah’s had enough of her roommate Jess’s disrespect! After constant disregard for the rules, Jess’s boyfriend crashing for free, and her friends helping themselves to Sarah’s food and Netflix, it’s …

In this stern lesson in classroom discipline, mischievous students Misty and Riley are sent to Principal Miss Elizabeth’s office for the grave offense of passing notes yet again. Misty, already …

Sarah is waiting in the office lounge on the couch for Lexi, her troublesome secretary. Lexi has come into work late once again and she is also wearing a skirt …

Miss Bernadette waits on the bed of an elegant hotel suite, a slender cane balanced across her knees, her jaw tight with disappointment. Sarah enters wearing a dress far too …

Kiki’s had enough of Sage’s sloppy habits! Sharing a room at FetishCon, Sage’s exploding suitcase has clothes scattered all over the floor, and it’s getting in the way of Kiki’s …

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 …