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...
Sarah Gregory
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...
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 – Aysel Zeeling, Sarah Gregory – Aysel’s Wheelbarrow Spanking
Over the years, we would like to think that some of our best known films have come from just one revealing and unusual spanking position – the "wheelbarrow". But before we continue, we’ll just have a little bit of fun...
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...
Disciplinary Arts – MP4/SD – SARAH GREGORY,LILY STARR – DISRESPECTFUL LITTLE SARAH’S OTK BARE BOTTOM HAIRBRUSH SPANKING | December 11, 2018
Sarah, looking cute in pigtails, is seen on the phone while getting spanked, giving a very contrite apology to Lily for the bad names she called her. Lily spanks Sarah’s bottom briskly, long and hard, first over her panties...
Northern Spanking – MP4/HD – Sarah Gregory, Amy Hunter, Leia Ann Woods, Andi Switch –
Poor Sarah finds herself at the mercy of three English ladies…
Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Kate Kenzie – Best Friend Spanked | November 14th, 2018
We are so excited to Introduce a new spanking model, Kate Kenzie, this week to our sites! Sarah was so embarrassed by her friend last night at the bar. Kate was getting way too drunk and giving all the guys her number, not to...
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...