Category: SarahGregorySpanking

Sarah Gregory Spanking – MP4/Full HD – Amelia Jane Rutherford, Zoe Page – Slutty Sorority Sisters

Sarah Gregory Spanking – MP4/Full HD – Amelia Jane Rutherford, Zoe Page – Slutty Sorority Sisters

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Sarah Gregory Spanking – MP4/Full HD – Amelia Jane Rutherford, Zoe Page – Slutty Sorority Sisters

Amelia has been acting like such a filthy slut in the sorority… none of the boys or girls are safe on campus from her sexual advances! Head step-sister, Zoe, is furious with this outlandish behavior. This is setting a bad example to the new pledges that this type of behavior is acceptable. She plans to do something extra special to teach Amelia a lesson she won’t soon forget. Zoe takes this filthy, nasty slut over her lap for a much deserved and long overdue spanking. Amelia is spanked over her tight, short skirt, sheer panties, and then on her bare, exposed bottom. After the spanking, naked Amelia and a quickly disrobed topless Zoe are so turned on that they can’t help but grind on top of each other.
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Amelia Jane Rutherford, Joelle Barros – Amelia and Joelle’s School Spankings

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Amelia Jane Rutherford, Joelle Barros – Amelia and Joelle’s School Spankings

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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 confesses that she knows Amelia has been cheating on Math so she proclaims that she is going to spank her if she doesn’t want Miss Gregory finding this out as well. Amelia hesitantly bends over for Joelle but doesn’t want to be spanked and complains asa smirking Joelle spanks her over her school skirt, then her tight regulation knickers and finally on her bared bottom. Miss Gregory arrives and is absolutely shocked, after all… students should not be spanking other students. Now they are both in for it, Joelle for spanking her classmate Amelia and Amelia for her cheating behavior. They are spanked in front of each other whichis especially humiliating for Joelle and Amelia is embarrassed. Both girls are given a caning punishment in front of the other too… which is hard for the girls to watch. Miss Gregory takes no nonsesne from these two mischevious young ladies
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Sarah Gregory Spanking – MP4/Full HD – John Osborne, Samantha Baker, Sarah Gregory, Snow Mercy, Tiana Irie, Veronica Weston – Veronica’s Spanking Intervention part 1

Sarah Gregory Spanking – MP4/Full HD – John Osborne, Samantha Baker, Sarah Gregory, Snow Mercy, Tiana Irie, Veronica Weston – Veronica’s Spanking Intervention part 1

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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 Veronica has misbehaved as the frequency of her misdeeds is getting out of control. This time, a police officer has called, bringing Veronica back to the apartment where her fate awaits. She is un-cuffed and left there with the deeply upset and disappointed family members who are ashamed of her latest antics. Mom is so distraught that she has to leave the room. Then Veronica sees her nemesis, disciplinarian Snow Mercy, appear from another room… her heart sinks as she remembers their last encounter and the reality of this intervention takes hold. First, dad spanks his slutty dressed daughter hard over his lap. She shows no remorse and her attitude is horrible. Next, Grandmother has a go at Veronica’s bottom with the wooden hairbrush. Veronica kicks and screams as her bottom turns red. Finally she is bent over the couch as Miss Snow Mercy takes the leather strap to her aching behind. Veronica is one very sore, very sorry young lady, promising that she will be good and that she has changed her ways for the better. It seems this spanking intervention has worked….or at least for now!
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Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Mackenzie Reed, Miss Elizabeth – Strictmoor Summer 3 Bedtime

Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Mackenzie Reed, Miss Elizabeth – Strictmoor Summer 3 Bedtime

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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 a spanking at bedtime. They will be going to bed with very sore spanked bottoms.

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Kate Kenzie – Best Friend Spanked | November 14th, 2018

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Kate Kenzie – Best Friend Spanked | November 14th, 2018

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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 mention making a complete fool of herself! The next morning Sarah plans to have a little talk with her best friend which includes a much deserved spanking for her foolish behavior!
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Sarah Gregory Spanking – MP4/Full HD – Miss Bernadette, Stevie Rose – Punished Cookie Girl Thieves (Part 1-2) | November 13th, 2018

Sarah Gregory Spanking – MP4/Full HD – Miss Bernadette, Stevie Rose – Punished Cookie Girl Thieves (Part 1-2) | November 13th, 2018

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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 home to confront them both. They confess right away as they know they are in for a punishment as Miss Bernadette stands holding the feared, thick leather strap. Each girl is spanked over their scout leader’s lap in front of the other before being bent over cheek to cheek. They whimper in shame as the strappings continue on their bare, exposed bottoms until their swollen, sore cheeks are a rosy red. Don’t miss this special film featuring authentic vintage scouting uniforms that take us back to another era where discipline of a poorly behaved young lady was routinely carried out on a bare bottom.
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Sarah Gregory Spanking – MP4/Full HD – Violet October – Spanked by Her Boss (Part 1-3) | Nov 11, 2018

Sarah Gregory Spanking – MP4/Full HD – Violet October – Spanked by Her Boss (Part 1-3) | Nov 11, 2018

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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 must agree to corporal punishment. She agrees as she really wants to keep her job, but she doesn’t enjoy it one bit.

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Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Harley Havik – Double Punishments Part 3 | NOV. 10, 18

Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Harley Havik – Double Punishments Part 3 | NOV. 10, 18

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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 leather strapping from Audrey’s father. It really hurts as Harley’s bare bottom is blistered and stings with shame. Audrey can only watch, racked with guilt, as her friend takes a nasty leathering which she should have received. Afterwards, when dad has dispensed with his punishment, Harley is so mad at Audrey. So in order to save their friendship, Audrey must take a hard hand spanking and hairbrush punishment over Harley’s lap for her lies. Audrey agrees and takes worse than she would have if she had told the truth.. there is a lesson to learn here!

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Rachel’s Office Discipline (Part 1)

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Rachel’s Office Discipline (Part 1)

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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 she takes the spanking as much as she doesn’t want it. Sarah takes this naughty employee over her lap for a hard hand spanking over her tight skirt, panties, and then on the bare bottom.
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Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Miss Elizabeth, Mackenzie Reed – Strictmoor Summer Spankings Scene Three Classroom

Sarah Gregory Spanking – MP4/Full HD – Audrey Sugarsmak, Ava Nicole, Lexi Ellis, Miss Elizabeth, Mackenzie Reed – Strictmoor Summer Spankings Scene Three Classroom

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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 two were caught passing notes. In the detention they must write lines as well as memorize a poem about naughty girls needing to be spanked. Each misbehaving lady is spanked first for their earlier infractions. They are then told if they don’t memorize the poem they will be spanked with the hairbrush. Of course they all end of over Miss Wellbourne’s lap, panties down, getting the hairbrush hard on their bare bottoms. In the next part coming soon, they are each given a bedtime spanking, because at Strictmoor, a spanking in the day always means a spanking at bedtime.
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Sarah Gregory Spanking – MP4/Full HD – Stevie Rose – Spoiled Princess Spanked Full

Sarah Gregory Spanking – MP4/Full HD – Stevie Rose – Spoiled Princess Spanked Full

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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 be put over his knee and spanked and that is just what happens. Stevie is spanked very hard over her tight jeans, panties and on the bare bottom before being bent over and given 30 strokes with the strap.
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Sarah Gregory Spanking – MP4/Full HD – Veronica Weston, John Osborne, Violet October – Violet and Veronica Caned by Daddy (Part 1-2)

Sarah Gregory Spanking – MP4/Full HD – Veronica Weston, John Osborne, Violet October – Violet and Veronica Caned by Daddy (Part 1-2)

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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 fashioned way. Each girl is given 18 strokes of the cane until they are crying real tears and are very very sorry. This was actually Veronica’s first ever caning.

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Sarah Gregory Spanking – MP4/Full HD – Madison Swan,Skye Blue – Sarah Spanks Madison and Skye (Part 1-3)

Sarah Gregory Spanking – MP4/Full HD – Madison Swan,Skye Blue – Sarah Spanks Madison and Skye (Part 1-3)

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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 failed tell her. Sarah comes back to the hotel room fuming at her two so called friends. She is going to give them what she does best, a good old fashioned over the knee spanking. This will teach them to be better friends.
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Miss Elizabeth – Party Punishment

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Miss Elizabeth – Party Punishment

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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 hasn’t been following the rules in general lately and what better time to punish her than at a party in front of people. This further adds to Sarah’s humiliation. Sarah is taken over her strict dominant’s lap, spanked and then made to strip down for a trip over the spanking bench so she is nice and exposed for all to see. Mommy takes a strap and leather paddle to her naughty baby girl and then leaves her on display with a sore red bottom.
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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)

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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 a spanking at bedtime. They will be going to bed with very sore spanked bottoms.
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Sarah Gregory Spanking – MP4/Full HD – Ava Nyx, Michael Wackford, Miss Bernadette – Ava’s Asylum Punishment

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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 with face slapping, whippings on her front, breasts and back then has her temperature taken rectally for more humiliation. She is cuffed while she is punished with the Canadian Prison Strap, caned on her bared bottom and "runaway" feet and humiliated more. She is one sorry girl and won’t be trying to sneak away again. What a slut she is who really needs much more punishment for her lewdness and sexual proclivity.
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