Del is in detention for cheating. Headmaster Osborne is very upset and intends to teach her a very hard lesson. She first gets her hands tawsed because cheating hands get punished. Then she is spanked while bent over the desk. Finally she is given 6 strokes of the dreaded cane …
Watch Live »A Judicial Caning For 5 Inmates: Kajira Bound
Kajira is the 5th and final girl to take her punishment. This clip features the full scene of her harsh 1st time, 24-stroke cold caning punishment. She is naked and tied to the punishment bench by nurse Gregory. Every stroke, side, and rear angle is covered throughout the caning. Kajira’s …
Watch Live »SarahGregorySpanking – Two Pranksters Punished
Elori and Cherry think it is hilarious that they were actually able to pull off a prank on some of the teachers at their private school. They put saran wrap over the pan and as you can imagine, it wasn’t a pretty situation for the unfortunate teaching staff who were …
Watch Live »Sarahgregoryspanking – Naughty Girl Scout Ashley
Ashley has been a very irresponsible girl. She should know, by now, when not to call daddy to come and pick her up until she is actually ready. Added to that, he can only fit four passengers in the car. This has been made perfectly clear to her on many …
Watch Live »SarahGregorySpanking – Sarahs emotional release
This is a very special film between real life D/s couple Sarah and Miss Bernadette. Sarah has had a very stressful week and needed to be spanked to tears and just get the release she needs. Mommy always knows how to get her sweetie to this place when she needs …
Watch Live »SarahGregorySpanking – Slutty secretaries spanked by boss
Ashley and Sarah are humiliated to find out that their boss, Miss Bernadette, knows that they have been having sex during working hours. There are surveillance cameras at the office and she knows every dirty little detail of their sexual encounters. She invites them to her house as she doesn’t …
Watch Live »SarahGregorySpanking – Cara Arielle Bernadette
SarahGregorySpanking – Selfish Brats Spanked pt1 – Luci Lovett, Rachel Adams
Rachel has been invited to stay over at Luci’s place since they are best friends. They have both been asked – repeatedly – to keep the noise down in the bedroom since dad is downstairs with company. They ignore him since they want to have fun and continue having a …
Watch Live »SarahGregorySpanking – Lily ava school punishment
Lily and Ava once again find themselves in the Principal’s Office but this time for cheating. Since they are mostly good students they will not be expelled, but instead, be subject to corporal punishment. They are each taken over Principal Rogers’ lap for a hard hand spanking. Lily is first …
Watch Live »Sarah Gregory Spanking – Ashley and caseys intake clip03
SarahGregorySpanking – Snow Veronica
SarahGregorySpanking – Elle sarah schoolgirls
STUDIO: Spanking Sarah Gregory
Watch Live »SarahGregorySpanking – Del`s after school spanking
STUDIO: Spanking Sarah Gregory
Watch Live »SarahGregorySpanking Relationship Sarah Sp Full
Superstar Sarah Gregory gives a revealing interview to long time friend and mentor Clare Fonda all about her incorporation of spanking into her relationships. She goes into detail about her one with John Osborne and discusses how they met. And we re-enact her first ever spanking from John.
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