Tag Archives: Sarah Gregory

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. …

Cara’s confession of infidelity sets off a chain reaction of discipline and desire in this intense lesbian encounter. Sarah, determined to reclaim her trust, unleashes a punishment fit for the …