Tag Archives: Sarah Gregory

At this school, it was so large that there were 2 cheer squads for the 2 rival teams. Sarah Gregory had found out that her rivals Lily & Joelle had …

This is a special custom film with three main scenes to the story of Ella, the naughty little “pee-pee” princess, who gets punished. Ella arrived home late and StepMommy (Sarah …

Sassy Kajira Bound is sporting a tender bottom under her jeans after two hard spankings from Momma Sarah Gregory. To make things worse, she also has no panties on under …

Naughty Kajira Bound’s long day continues as her Step-Mom Sarah Gregory discovers that Kajira didn’t do the laundry, and neither has any panties to wear to school or work. File …

Naughty Kajira Bound spends a very long day getting soundly spanked by Momma Sarah Gregory and Principal Tubaman. Along the way Momma gets a few spankings of her own. Sassy …

Adriana had gone AWOL and missed the game because she had been partying the night before. Coach Gregory eventually found the sleeping brat nursing a huge hangover in a random …

This is another real punishment film featuring Sarah and her scene Step-Mommy, Miss Elizabeth. While they were at Six Flags this past summer, Sarah didn’t use very appropriate language while …

Sarah’s torment continues with a prolonged hairbrush spanking over Auntie Rose’s knee during detention. Then it is time to fill in the punishment book while she stands on the punishment …

Detention continues with Sarah learning the poem for naughty girls. Then she must face the music. Time to go over Auntie’s knee for a well warmed seat! Her seat of …

Because Sarah has broken the rules more than twice she is given a detention. What’s more, she is to wear the punishment knickers as a reminder that her bottom will …