Tag Archives: Sarah Gregory

Sarah and Samantha are together once again in this sizzling hot film. Last time Samantha put a thermometer in Sarah’s bottom, but this time she has something a bit bigger, …

Naughty Cara Day is really sore from two hard spankings by Sarah Gregory and is currently standing in time out with a mouthful of soap. She tattles on Sarah, only …

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 …

Another film in our prison series starring Sarah Gregory and Ozma van Aalsburg. Ozma is causing trouble, trying to get out of doing her time and threatening to sue the …

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 …

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 …

Sassy Miss Bernadette got set up by her Sarah Gregory to get spanked multiple times by firm-handed Tubaman at the Lone Star Spanking Party. Now it’s time for revenge! She …

Sarah Gregory’s punishments continue as she is pulled out of the corner, her pajamas pants taken down, and her bare bottom soundly spanked by real life Step-Daddy Tubaman. Afterwards, back …

In this hour special custom long film, meet Dr. Sarah, a former newly qualified nurse under Matron who later in life becomes Matron’s superior. She is young and ambitions but …

Naughty Sarah Gregory takes two bedtime spankings from real life Dominant Tubaman. Each time she is soundly spanked on her pajamas, then cornered, then her bottom bared and spanked and …