Sarah has applied for a job as Miss Matthews’ Personal assistant. Sarah is one of the few applicants who has been granted an in-person interview and she is very thrilled. …
Read More »Sarah’s Wet Dream – Sarahs Fetish Play
This film marks the reunion of me and my Dominant (Miss Bernadette). We hadn’t seen each other since before the pandemic. Me and Clara (Miss Matthews) have formed a strong …
Read More »Sarah’s Pussy Punishment – Sarahs Fetish Play
Sarah has been sent to a very strict institution for sexually promiscuous sluts who are nymphomaniacs. Sarah doesn’t understand why this is a problem but Miss Matthews is going to …
Read More »Promiscuous Willow’s Tearful Punishment – Sarahgregoryspanking
Willow has been called to Headmistress’s office to have a little discussion in showing off her wares to the boys. She was caught at hockey practice lifting her skirt to …
Read More »Violet and Helen’s School Spanking – Sarahgregoryspanking
Helen and Violet have been summoned to the office of Headmistress Matthews (Miss Matthews, Clara Hewitt) as they were caught passing notes in class. This is strictly against the school …
Read More »Tawsed Spanked & Strapped for Cheating – Aaaspanking (Triple A Spanking)
Rachel has been sent to see the Headmistress, Miss Matthews, concerning a matter of plagiarism. This sort of cheating behavior for an important coursework appraisal has upset Miss Matthews greatly …
Read More »Caning Punishment by Headmistress – Cheerleaderspankings
Standards must be maintained and Amy has misbehaved badly three times at the private school her parents pay so much for her education. The English Headmistress, Miss Matthews, reminds Amy …
Read More »Tables Turned Bottoms Burned – Sarahgregoryspanking
In this custom hairbrush spanking film, Bernadette and Clara are close friends… however, there is some behavior Clara wishes to discuss with Bernadette. She invites the good lady over for …
Read More »Miss Honeysuckle Taught a Lesson – Sarahgregoryspanking
Miss Matthews has summoned young teacher, Miss Honeysuckle, to her office to discuss disciplinary matters. Miss Honeysuckle has lost control of her class and clearly doesn’t understand the ways in …
Read More »Sophia: Spanking Positions – Aaaspanking (Triple A Spanking)
Our “Positions” series usually involves having newbies to the website spanked in three popular ways which always starts with the classic OTK! So please welcome Sophia, who has an amazing …
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