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...
Sarah Gregory
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...
Spanked Call Girls – MP4/Full HD – Amy Fox, Sarah Gregory – Sarah Spanks Amy
Sarah Gregory lately obtained a brand new and it had been because Amy Fox informed exactly about her own plan. Therefore today Sarah exacts her revenge by placing Amy on her knee to get a debilitating spanking by her hands, plus...
Worst Behavior Productions – MP4/HD – Sarah Gregory, Britney Light – Penalty Swats 21 – Britney Light-weight (Release date: Jun 9, 2020)
Stunning Britney gentle spreads her lips wide available for Sarah Gregory to spank directly with her adorable pink bum hole.
Good Spanking – MP4/SD – Sarah Gregory, Chelsea – Sarah’s Provocation
Sarah and that I begin taking part in another of the most arenas that are spanking. However, I suppose that I may took matters a touch too much…
Spanked Call Girls – MP4/Full HD – Sarah Gregory, Madam Clare – Sarah Punished For Moonlighting
Sarah Gregory has been a Madam Clare regular since the beginning. So when she moonlights for Miss Bernadette, she quickly gets confronted by this strict madam that Sarah so badly wants to join. Miss Bernadette demonstrates how...
Spanked Call Girls – MP4/Full HD – Sarah Gregory – Madam Clare Spanks Sarah Gregory
Sarah Gregory got Madam Clare spanked by Miss Bernadette and now it is time for Clare to get some revenge. She spanks Sarah on her already sore bottom, using her hand and a hairbrush to teach an important lesson – you do...
Cheerleader Spankings – MP4/Full HD – Angela Sommers,Sarah Gregory – Angela The Slut
Angela honestly had no idea why the assistant coach, Miss Gregory, wanted to see her in the basement below the gym. She was soon going to find out why she wanted to see her alone as the other girls were fed up with Angela being...
Disciplinary Arts – MP4/SD – SARAH GREGORY,LILY STARR – TANTRUM THROWING BRAT SARAH GREGORY TAKEN IN HAND! | APR. 30, 19
Lily is on an important phone call with her boss when Sarah begins to harass her, demanding her pizza dinner immediately! Lily tries to shush the girl and tells her she will be able to help her in just a moment when she is...
Girl Spanks Girl – MP4/SD – Lana Miller, Snow Mercy, Sarah Gregory, Veronica Ricci, Paris Kennedy, Phoenix Askani, Christy Cutie, Katherine St. James, Riley Moore, Ginger S, Edanya, Koko Kitten, Kymberly Jane, Porcelain Ass, Cami – Exclusive Education 07
Principal Miller is anxious to have Ms. Snow come to her office right away. When the teacher does visit the principal, she finds her spanking a naughty student. And while Ms. Snow is away, her class is acting up. When she...
Northern Spanking – MP4/HD – Sarah Gregory, Amy Hunter, Leia Ann Woods, Andi Switch – British Bitches
Poor Sarah Gregory finds herself at the mercy of three English ladies… Leia Ann Woods, Andi Switch and Amy Hunter no less. Send flowers.
MP4/Full HD – Bad Language
Spanking 101 The Videos -MP4/Full HD – Ashley Graham, Sarah Gregory – Ashley’s Punishment
Beautiful Ashley Graham has pissed off the wrong friend! Hard-handed Sarah Gregory blisters Ashley’s bottom, first on the seat of her dress, then, after some rear-massaging cornertime, on the seat of her panties, and then...
Momma Spankings – MP4/Full HD – Miss Bernadette, Sarah Gregory – Daughter Punishment
Mommy is so angry that she waits until the next morning to deal with Sarah’s behavior. The night prior she had to pick Sarah up at the police statin as she had been arrested after being intoxicated and in the car with her...
Momma Spankings – MP4/Full HD – Dana Specht, Harley Havik, Sarah Gregory – Spanked For Stealing
Sarah and Harley have been caught stealing and mommy is pissed. Momma Dana sits these two criminals down for a long scolding sessions before spanking them each on their panties and bare bottoms. She then makes them kneel up on...
Triple A Spanking – AAA Spanking – MP4/HD – Sarah Gregory – Dropseat PJ Spankings
Sarah was caught eating a chocolate bar in bed when she knew very well that scoffing anything at bedtime was forbidden. She also knew the consequences of being caught and followed the drill of removing the dropseat section of her...