Tag Archives: Sarah Gregory

Sarah’s night of rebellion has caught up with her, and Stepmommy is at her wit’s end. After staying out too late the previous evening, Sarah was already introduced to the …

Sarah thought she could get away with her bratty behavior during dinner, but her Mommy, Miss Bernadette, won’t stand for such impudence. Upon returning home, Sarah’s attitude quickly turns to …

When gentle reminders fail, sometimes love must sting. I’ve been neglecting my meals, and despite gentle reminders, I just couldn’t break the habit. Miss Bernadette, my loving Mommy and Mistress, …

Sarah and Cara make a hot pairing dressed in their beautiful Honey Birdette lingerie. In this most intimate of spanking films, Cara is Sarah’s willing submissive toy to do with …

Watch this super sexy spanking film starring Apricot Pitts and Sarah Gregory. Both girls love to switch and enjoy giving and taking a spanking from each other. There’s genuine chemistry …

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 …

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 …

The four girls in this Judicial-style punishment film introduce themselves to the camera… in order of appearance and punishment, they are; Echo Evangelista, Dolliiy (Selina Parker), Aleesha Fox, and Lucie …