Tag Archives: Sarah Gregory

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 …

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 …

Sarah thought she could sneak in a little public misbehavior at the downtown fountain, stripping down where anyone could see. But Mommy Bernadette catches her red-handed, mortified by her babygirl’s …

Lily Swan makes a return to prison where the introduction to her long sentence behind bars is a judicial caning punishment. Alongside Lily is new inmate, Delta hauser, found guilty …

This is a special custom prison punishment film that is over 2 hours in length, showing the build-up and detailed intake, processing, and discipline including the aftermath shots of all …

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 …

Anastasia Rose learns firsthand the sheer humiliation of a wheelbarrow spanking at the merciless hands of Sarah Gregory. The poor girl is utterly unprepared for just how exposed and degrading …

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 …

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 …

Meet Sarah, a rebellious little slut who’s been caught red-handed standing on street corners, flaunting her provocative attire. Officer Bernadette arrives at Sarah’s doorstep, determined to teach her a lesson. …