Tag Archives: Sarah Gregory

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 …

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 as an …

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, …

Prudence’s audition was outstanding, earning her a coveted spot as a star cheerleader ahead of many capable contenders. But Coach Sarah’s excitement quickly turned to dismay when Prudence’s arrogance got …

Smitten’s last full day of hazing to initiate her into the Sorority does not involve any more spankings but a new hazing ritual downstairs in the basement where a surprise …

Please welcome Nica in her first appearance in this new and extraordinary custom film series. In this episode, Nica is met by the 2 nurses, Sarah and Cara Day, who …

In this special custom film, Audrey and her friend Sarah have been left alone and in a position of trust for a long weekend while Sarah’s stepdad goes on a …

The scene fades in on Sarah and Matilda in the exam room, giggling as they snap selfies — clearly not taking the summons seriously. But they’ve been called in for …