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...
Tag - 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...
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...
Northern Spanking – MP4/HD – Alex Reynolds, Suki Hana – Suki Can’t Be Trusted
On a trip with their Mom, Suki and her sister have been allowed a room of their own for the first time. When Alex discovers that Suki has been sneaking out of the hotel at night, she is extremely upset. Suki is too young to be...
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...
Worst Behavior Productions/119500 – worst-behavior-penalty-swats – MP4/HD – Stevie Rose, Mr. Smith – Outtakes Two
After we shot Mean Girls we all went down Pine street to the Long Beach Pier area and ate/partied like rock stars. When we went back Dave and Stevie decided to play rough with a strap. This is raw footage, real and juicy bare ass...
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...
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/HD – Donna Davenport, Sarah Gregory – My Spanking Mags
Sometimes we can’t hide the fact that we enjoy making our films and this little movie was nearly overlooked as our stressed out webmaster thought this film had already been published! Oops! Now as it co stars Sarah Gregory...
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...
Spanking House Productions – MP4/Full HD – Sarah’s Drunken Limo Orgy
Elizabeth waits up late for daughter, Sarah, who stumbles in intoxicated after spending time with friends, who are without a doubt, bad influences. After some questioning by Elizabeth, she finds out that Sarah is not only...
Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Rachel’s Office Discipline (Part 1)
Rachel has been slacking off at work and not keeping up with assignments. She was sent to HR to be "spoken" to. Miss Gregory gives Rachel a choice, she can leave without a job or she can take a spanking. Rachel needs this job so...
Momma Spankings – MP4/Full HD – Sarah Gregory,Miss Anna – Auntie Knows Best (Part 1)
Sarah has been sent to stay with her strict Aunt because her behavior is out of control and mom is at her wits end. Sarah is in for a rude awakening when she is woken up (mind you at 3 in the afternoon) and told that what she...
Triple A Spanking – AAA Spanking – MP4/Full HD – Amelia Jane Rutherford, Sarah Gregory – Music Teacher’s Detention
Amelia & Sarah had been asked to report to the the Head of Music’s Private Study for their Detention Punishment. As the Deputy of the school, he still had the right to discipline the girls by hand if needed. The girls...