Tag Archives: Sarah Gregory

The fireplace is cold tonight – just dark stone and the faint scent of last night’s ash. But the click-click-click of Mistress’s stilettos on hardwood still sends fire through my …

In this custom film, Sarah is a naughty schoolgirl who complains that she isn’t feeling well to get out of class. Nurse Bernadette has dealt with this lying behavior from …

Winter is summoned to Coach Gregory’s home after her latest bout of nonsense. This collegiate freshman is on the verge of losing her scholarship if she doesn’t shape up, respect …

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, …

Matilda is supposed to be the best girl in the house, and yet, along with Sarah, who is also being punished alongside her, she has let important clients down, by …

Watch Mistress Sarah Gregory initiate a new sub, beautiful model, Macy Nikole. She has been a fan of Sarah’s so when they got together at a Fetish event, Macy crushed …

Mommy Sarah scolds and pulls on Willow’s ear as she takes her into the bathroom for being rude and misbehaving all day. Sarah removes Willow’s pajamas and notices that she …

Download two_bedtime_smacked_bottoms.mp4 We are very excited to welcome Matlida Caesar to MommaSpankings in this bedtime spanking film alongside Sarah Gregory. Sarah is a guest in Matlida and Miss Iceni’s home …

Amy isn’t supposed to be wearing big-girl panties, but she just couldn’t resist the allure of feeling like an adult. Now Mommy Sarah has caught her, and she’s going to …

Sarah tiptoes into her bedroom at nine in the morning, hoping Mommy is still in bed after her all-night escapade. Instead she finds her mother seated on the bed, calm, …