Tag Archives: Sarah Gregory

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, …

This austere judicial punishment film documents the intake and sentencing of inmates Rachel Adams and Alana Noex. Both subjects are stripped of clothing, placed in shackles, and processed through the …

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 …