We join Casey Calvert nearing the end of her latest therapy session when the subject of spanking for behavior modification was suggested. It just so happened that her therapist, Miss Gregory, knew a thing or two about this...
Sarah Gregory
Triple A Spanking – AAA Spanking – MP4/Full HD – Amelia Jane Rutherford, Sarah Gregory – A PRICE TO PAY FOR WANTON PLAY
A huge successful spanking party event is over and John is left behind to help clear everything up while Amelia and Sarah hurry back to their rented apartment to continue playing with each other. Both are naked and enjoying this...
Triple A Spanking – AAA Spanking – MP4/Full HD – Bianca Rose, Sarah Gregory – Bianca Rose Slut Shamed & Spanked
A fantastic new debut features today and what a scorching introduction she gets to AAA! Please welcome Bianca Rose as you have never seen her before opposite sarah Gregory. This is a torrid all girl which starts with how Sarah...
Triple A Spanking – AAA Spanking – MP4/Full HD – Bianca Rose, Sarah Gregory – Halloween Hoe’s Spanking
Happy Halloween! We have a special super sexy, spooky spanking treat for you this year with beautiful, leggy redhead, Bianca Rose spanked by the number one Female Top, Sarah Gregory. Bianca is about to take out Sarah’s...
Triple A Spanking – AAA Spanking – MP4/Full HD – Isobel Wren, Sarah Gregory – Sarah Isobel
Isobel and Johnny are back in Florida where they met and enjoying an anniversary. Of course, a good girl spanking is in order for such a sexy girl like Isobel. They reminisce on all the fun spankings she has gotten including...
Worst Behavior Productions – MP4/HD – Britney Light, Jill Kassidy, John Osborne, Juliette March, Kate Kenzie, Sarah Gregory – Starlet – Full Movie (Starlet Parts One – Five)
In our first Epic full movie, Starlet features 5 top spanking models including: Sarah Gregory, Jill Kassidy, Britney Light (in her first spanking movie getting her first spankings), Kate Kennedy, and Juliette March. The film is...
Triple A Spanking – AAA Spanking – MP4/Full HD – Sarah Gregory – Spanking Sarah the Brat
If you know Sarah Gregory at all, then you will be aware that she loves nothing better than to brat! Her partner, John, isn’t one for this sort of behavior, in fact he makes it known that he can’t handle brats that...
Triple A Spanking – AAA Spanking – MP4/Full HD – Elle Bea, Johnny Lake, Lily Swan, Sarah Gregory – Severe Judicial Singapore Caning
Lily and Elle have been caught selling firearms in Singapore. Normally women would receive a lengthy prison sentence. Lily’s step-mother is a senior member of the American government and the authorities are keen to avoid an...
Triple A Spanking – AAA Spanking – MP4/Full HD – Sarah Gregory,Chelea Pfeiffer – The Showdown Session
Sarah Gregory had been sent to a domestic discipline (played by Chelea Pfeiffer in her debut role at AAA) because Sarah had always got turned on by her boyfriend’s spanking even when he was actually trying to scold &...
Sarah Gregory Spanking – MP4/Full HD – Ashley Lane,Sarah Gregory,Miss Bernadette – Slutty secretaries spanked by boss ($14.99 Clips4sale)
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...
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...