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...
Sarah Gregory
Worst Behavior Productions – MP4/HD – Sarah Gregory, Juliette March, Jill Kassidy – Starlet Four – Beauty On Beauty ($11.99 Clips4Sale)
2018 AVN New Starlet Jill Kassidy is spanked by Sarah Gregory. It’s erotic, it’s beautiful and we get you close up and personal. Jill goes to Sarah for an intern job and Sarah tells Jill that part of the job is her...
Momma Spankings – MP4/Full HD – Sarah Gregory, Angelica Vee – Angelica’s Afterschool Spanking (Price: $12.99)
Angelica has been a very, very naughty girl. She has been spanked at school and Mommy is not happy at all. When Angelica arrives home, she finds her Mom is sitting in the living room waiting for her! After a stern talking...
Worst Behavior Productions – MP4/HD – Sarah Gregory , Amelia Jane Rutherford – Starlet Reunion (Part 1) (Price: $12.99 USD )
Sarah and Amelia were friends and lovers when they were both starting out their careers; but 20 years ago that love was forbidden and the world drove them apart. But sometimes those deep feelings resurface and one phone call...
Momma Spankings – MP4/Full HD – Sarah Gregory,Miss Elizabeth – Naughty girls get spanked
Miss Elizabeth and Sarah have a real life (D/s) age-play dynamic… and in this endearing film they enact out their roleplay. Sarah is in an age-regressive bratty role that would test the patience of a saint! She is in big...
Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Sarah learns the hard way
Sarah is sent to a special program for girls with too much sexual promiscuity. Unfortunately Sarah believes that her time is spent best laying in bed, not by doing her chores. Well, she will soon find out what happens when girls...
Worst Behavior Productions – MP4/HD – SARAH GREGORY,JOHN,JULIETTE MARCH,JILL KASSIDY – STARLET FIVE – FINALE – PART 2 (Release date: FEB. 14, 22)
The end of a long and successful series where our Starlet, Sarah Gregory, spanks Jill Kassidy, Britney Light, and Kate Kenzi. In this episode Sarah herself faces a long punishment, spanking, paddling and the strap and Juliette...
Spanking 101 The Videos/Spanking 101: The Clips – MP4/Full HD – Sarah Gregory,Amy Fox – New Fetishes Hot Bottoms Pt 1
Bratty Sarah Gregory and Amy Fox gain access to Step-Daddy Tubaman’s FetLife profile and decide to have some fun at his expense, changing and adding some funny fetishes. Unfortunately, he catches them. So, a certain two...
Sarah Gregory Spanking – MP4/Full HD – Zoe Page, Michael Stamp, Sarah Gregory – Zoe The Brat
Zoe has been sunbathing by the pool instead of cleaning it. Since the latest pool guy quit, it seems they cannot find another so now Zoe has to do the job in the meantime. Zoe has a way of flirting with the pool guys and then...
Cheerleader Spankings – MP4/Full HD – Sarah Gregory, Kate Kennedy – Kate’s Audition (Part 1)
Bubbly new cheer recruit, Kate Kennedy, is asked to visit Coach Gregory’s home for a final assessment before the paperwork is signed off. Being a member of the most successful cheerleader squad in the state is quite a deal...
Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Amelia Jane Rutherford, Joelle Barros – Amelia and Joelle’s School Spankings
Amelia and Joelle are waiting in after school detention for Miss Gregory to punish them. However, Amelia cannot stop talking and this irritates Joelle further, who is at the end of her tether. Joelle scolds Amelia and then...
Sarah Gregory Spanking – MP4/Full HD – John Osborne, Samantha Baker, Sarah Gregory, Snow Mercy, Tiana Irie, Veronica Weston – Veronica’s Spanking Intervention part 1
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 is not the first time...
Good Spanking/36856 – chelsea-pfeiffer-entertainment – MP4/SD – Sarah Gregory, Chelsea Pfeiffer – Deliberate Provocation
In a take-off on a popular mainstream movie, Sarah is a secretary who has secretly been craving a good spanking her whole life. Finally, she has an employer whom she believes can be provoked into giving her just that. She makes...
Good Spanking – MP4/SD – Sarah Gregory, Chelsea Pfeiffer – Overexposed
Swimsuit model Sarah was born a brat! In a shoot with photographer Chelsea, she adopts a diva attitude, making it extremely difficult for Chelsea to get a descent photo. When she pitches a real fit, Chelsea borrows her hairbrush...
Good Spanking – MP4/SD – Sarah Gregory, Chelsea Pfeiffer – Overexposed (Release date: Apr. 13, 2020)
Swimsuit model Sarah was born a brat! In a shoot with photographer Chelsea, she adopts a diva attitude, making it extremely difficult for Chelsea to get a descent photo. When she pitches a real fit, Chelsea borrows her hairbrush...
Good Spanking – MP4/SD – Sarah Gregory, Chelsea Pfeiffer – Deliberate Provocation
In a take-off on a popular mainstream movie, Sarah is a secretary who has secretly been craving a good spanking her whole life. Finally, she has an employer whom she believes can be provoked into giving her just that. She makes...
Shadow Lane – MP4/SD – Sarah Gregory – Spanked for Twerking
Sarah is chaperoning her cousins Joelle and Christy on a tour of potential colleges, bankrolled by their Uncle Penwyn. The younger girls are acing their interviews, but all three women manage to infuriate their benefactor by...
Triple A Spanking – AAA Spanking – Isobel Wren, Sarah Gregory – Spanked and Shamed By Sister part 1 – ASS SMACKING
This is a tale of two sisters who are used to getting spanked at home and also at school for their poor behavior. However, these close sisters are the best of friends and usually take their punishments because they look out for...
Cheerleader Spankings – MP4/Full HD – Lily Swan, Sarah Gregory – Booty Shaking Spanking part 1 – OTK SPANKING
Captain of the cheer squad, Lily Swan, has asked Sarah Gregory to meet her for a private meeting after the latest routines have been unveiled. Sarah, as 2nd in charge, was asked to devise some interesting new routines for the...
Triple A Spanking – AAA Spanking – MP4/Full HD – Sarah Gregory, Katie Brown – Troublesome Step-Sister
Sarah had rented a small appartment on her extended stay to England to see friends & family. The “family” included her half step-sister, Katie, who she hadn’t seen for several years. It didn’t stop...