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...
Category - SarahGregorySpanking
Sarah Gregory Spanking – MP4/Full HD – Kiki Cali – Slutty Kiki Spanked part 1
Kiki and her boyfriend Ethan are on vacation in Vegas. They are spending a night out at the casino and Kiki has decided to dress like a slut! They get back to the room as Ethan is very upset with her. After scolding her, he takes...
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...
Sarah Gregory Spanking – MP4/Full HD – Julianne Leigh
Sarah Gregory Spanking – MP4/Full HD – Violet and Veronica Caned By Daddy
Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Mackenzie Reed, Miss Elizabeth – Strictmoor Summer 3 Bedtime
Scene 3 of this long play film is split into two parts – In this second part they are each given a bedtime over the knee hairbrush spanking from Miss Welbourne. As you know, at Strictmoor, a spanking in the day always means...
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 – Miss Bernadette, Stevie Rose – Punished Cookie Girl Thieves (Part 1-2) | November 13th, 2018
Stevie and Elori have each stolen $50 from the cookie sales of the girl scouts. This is a lot of money and their troupe leader, Miss Bernadette, is very displeased to say the least! She invites these two little thieves to her...
Sarah Gregory Spanking – MP4/Full HD – Violet October – Spanked by Her Boss (Part 1-3) | Nov 11, 2018
Violet is called into HR by the director for her behavior at work. Violet has been caught flirting with her co-workers and even taking it as far as having sexual relations with them in the office. In order to keep her job, she...
Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Harley Havik – Double Punishments Part 3 | NOV. 10, 18
Audrey tells her dad it that was Harley’s idea to steal his credit card but she was too scared to admit the truth and she tries to save her own ass. Both girls get a spanking but after this "revelation" Harley also gets a...
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...
Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Miss Elizabeth, Mackenzie Reed – Strictmoor Summer Spankings Scene Three Classroom
Scene 3 of this long play film is split into two parts – In the first part we see all 4 students in a detention for their misdemeanors earlier that day. Two of them were wearing skirts that were way too short and the other...
Sarah Gregory Spanking – MP4/Full HD – Stevie Rose – Spoiled Princess Spanked Full
Stevie has been spending her husbands money to no end. It is the last straw when the credit card bill shot up and she has put 30K on it for clothing. When confronted she has an attitude. She knew that if this continued she would...
Sarah Gregory Spanking – MP4/Full HD – Veronica Weston, John Osborne, Violet October – Violet and Veronica Caned by Daddy (Part 1-2)
Violet and Veronica have done it again, the constant misbehavior at school. Well, daddy has never had to cane them before and today is the day. They are clearly not learning their lesson so things have to be done the old...
Sarah Gregory Spanking – MP4/Full HD – Madison Swan,Skye Blue – Sarah Spanks Madison and Skye (Part 1-3)
Sarah is furious as shows supposed to meet her two friends for dinner at Fetishcon after her shoot. Sarah went to the hotel restaurant and waited and they never showed up. Turns out they decided to go somewhere else and they...
Sarah Gregory Spanking – MP4/Full HD – Strictmoor Summer Spankings Scene Five (Part 6) | October 2nd, 2018
Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Miss Elizabeth – Party Punishment
Sarah and mommy Elizabeth are at a local dungeon play night and Sarah just thinks they are going to have their usual "fun." So when mommy tells her that she is due for some punishment it takes her by surprise. Apparently, Sarah...
Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Mackenzie Reed, Miss Elizabeth – Strictmoor Summer Spankings Scene Three Bedtime (Part 1-3)
Scene 3 of this long play film is split into two parts – In this second part they are each given a bedtime over the knee hairbrush spanking from Miss Welbourne. As you know, at Strictmoor, a spanking in the day always means...
Sarah Gregory Spanking – MP4/Full HD – Ava Nyx, Michael Wackford, Miss Bernadette – Ava’s Asylum Punishment
Ava attempted to sneak out of the Asylum for the Sexually Depraved, by giving a guard a blow job. Unfortunately, she was caught by Nurse Bernadette and brought to the Warden for further discipline. She is tortured and degraded...
Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Mackenzie Reed, Lexi Ellis, Miss Elizabeth – Strictmoor Summer Spankings Scene Four (Part 1-3)
In scene 4, all four ladies were caught being very rude at a university lecture that they were attending so the next day after church the lecturers were invited to the academy to watch punishment carried out. The four misbehaving...