Sarah has been sent by her aunt to England to stay with strict disciplinarian and teacher, Miss Mathews. On Sarah’s day of arrival, she is chastised about all her misdeeds …
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Veronica’s Spanking Intervention part 1 & 2 – Sarahgregoryspanking
In this custom spanking film, Veronica plays the naughty girl who needs a “Spanking Intervention” from her mother, father, grandmother, and the disciplinarian (Snow Mercy) who they bring in. It …
Read More »Her Secret Desire – Cheerleaderspankings
Coach Sarah Gregory has a massive crush on one of her new cheer girls, Britney, and it’s an itch that she just has to scratch. She invites Britney round to …
Read More »Spank My Lady Parts to Climax 3 – Sarah Gregory Pt1 – Worst Behavior Productions
Miss Bernadette spanks Sarah’s naked pussy, butt hole and bottom as Sarah has multiple orgasms. This is a very sexual, sensual film with some good spanking action. These were Sarah …
Read More »Mean Girls Get Spanked – Mommaspankings
Mommy is very disappointed in her little girl when she finds out that Sarah has been mean to her fellow students at school and to her teachers. After scolding her, …
Read More »Cheer Girl Chastised – Sarahgregoryspanking
Sarah calls rival cheer-girl, Casey, to come over to retrieve her pom poms that were left at a game. Sarah has an ulterior motive; to convince this bitchy cheerleader to …
Read More »Best Friends Punished Together – Mommaspankings
This is a continuation of “Lingerie, Lies and Spankings” which was released earlier. Now it is not only Harley getting a spanking, but her friend Sarah is also going to …
Read More »Kajira’s Long Day, Part 3 – Spanking101thevideos
Naughty Kajira Bound not only slept in and caused her Momma Sarah Gregory be late to work, but also didn’t do the laundry, so Sarah has no panties to wear …
Read More »Naughty Stepsisters Spanked – Mommaspankings
Sarah and Portia are stepsisters living in England. Sarah’s father has recently remarried and now Sarah is under the roof of her strict stepmother and must obey the house rules. …
Read More »Angelica Vee, Sarah Gregory – Discipline for Angelica – Cheerleaderspankings
Angelica has transferred from one school to another and came highly recommended for the cheer squad, so she was fast-tracked ahead of other candidates due to the glowing reports. However, …
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