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Sarah Gregory is also known as Sarah.Spanking 101 VideosSarah GregoryPaul Rogersspanking, otk, leather paddle, strap, slipper, uniform spanking, jeans spanking, wooden paddle, mf spanking
Jul 30Sarah's Second Long Schoolday
Naughty schoolgirl Sarah Gregory recently has misbehaved so much that she receives nine corporal punishments, in one single schoolday. That's OTK spankings, spanked with a leather paddle, spanked with a strap, a slipper and the wooden paddle.Momma SpankingsSarah GregoryMistress ScarletBella IIIspanking, otk, strap, ff spanking
Jul 26Stepsisters Spanked Together
Sarah is first taken over the maternal lap, as Bella watches with nervous trepidation. The punishment only finishes when they are both given 10 hard strokes of the 'Family Strap' bent over the couch with cheeks bared and exposed for the dreaded leather implement.Spanked And DiaperedSarah GregoryAlex Reynoldsspanking, otk, diapers, spanked and diapered, ageplay, abdl, ff spanking
Jul 13Sarah's Punishment Regression
Sarah is in for a spanking from stepmom, over her panties and on her bare bottom. Then Sarah is stripped nude, showing off her ample breasts despite her attempts to hide them. Ignoring all of her bratty stepdaughter's protests, Alex spreads Sarah's legs and powders her, then tapes her into a diaper.Pandora's Dreams of SpankingSarah GregoryPandora Blakespanking, otk, wooden paddle, english discipline, ff spanking
Timed Paddling
Sarah's rules are clear: Blake needs to look after themselves, keep to their agreed routine and most importantly make sure they're always in bed on time. For weeks now they've been staying up late, ignoring the rules and failing to help out around the house and do as they're told.Momma SpankingsSarah GregoryDana Spechtspanking, otk, leather paddle, ff spanking
Thieving Hands Spanked Bottom
After a stern scolding Sarah is taken over Momma's lap for a hard spanking. It isn't long before the panties come down and Sarah's bottom is turning a deep shade of crimson. Next, Momma takes the leather paddle to Sarah which only makes her squirm and kick more.Northern SpankingSarah Gregoryspanking, otk, riding crop, uniform spanking, jodhpurs, mf spanking
She Wants A Pony
Sarah bounces in from her riding lesson with an announcement: she wants another pony! Paul's financial resources may be able to cope (I wish!), but his patience and his temper have arrived promptly at the buffers. Sarah is going to get something she's not had before...Pandora's Dreams of SpankingSarah GregoryPandora Blakespanking, otk, hairbrush, uniform spanking, english discipline, ff spanking
A God-Fearing Christian Girl - HQ Images
John is a modern, progressive kind of guy - and he's running a modern, progressive kind of farm. But there's a cost, and it must be paid by Sarah's bare backside - which is how she winds up kicking and wriggling in pain over Mrs. Cheever's lap.Sarah Gregory SpankingSarah GregoryPandora Blakespanking, bdsm, otk, leather paddle, bondage, anal, anal toys, erotic spanking, ff spanking
Pandora Blake - Tied, Spanked and Plugged
Sarah and Pandora make time to spend what precious moments they have left together before Sarah must fly back to America. Enjoy this gorgeously explicit, completely filthy scene with a very happy ending that Pandora won't forget in a hurry.Spanking 101 VideosSarah GregoryPaul Rogersspanking, slipper, pyjamas, mf spanking
Sarah Gregory Is A Bacon Thief
Sarah Gregory sneaked behind Paul Rogers and kept stealing the bacon as he was cooking. A good spanking ensues, then Sarah has to write lines, standing up because she can't sit down. Then at bedtime, she gets it again, followed by embarrassing corner time.AAA SpankingSarah GregoryLola Andersonspanking, wheelbarrow spanking, ff spanking
Lola Anderson's Wheelbarrow Spanking
A spanking in the wheelbarrow position has the added effect of Lola not knowing when the smacks will hit, as well as the more intimate parts of Lola's bottom being spanked, grabbed, and caressed! It is another 'Must See' for connoisseurs of this fantastic spanking position.Momma SpankingsSarah GregoryPaul RogersKatherine Worthingtonspanking, otk, strap, mf spanking, ff spanking
No Excuse For Poor Excuses
Sarah has stayed out way past curfew. She has excuse after excuse but mom and dad are not buying it. After Sarah continues to lie about where she was and why she was out do late she is given a much deserved punishment. First, mommy give her naughty girl a spanking, then is it daddy's turn.Spanking 101 VideosSarah GregoryPaul Rogersspanking, otk, stockings, riding crop, uniform spanking, mf spanking
Maid For Spanking
Naughty but beautiful maid Sarah Gregory just wants to wear the outfit and flirt with Tubaman. Unfortunately, the old grouch actually wants her to get her work done! Tubaman follows her around all day and, when she doesn't work hard enough, spanks her again and again!Northern SpankingSarah GregoryAlex Reynoldsspanking, otk, hairbrush, ff spanking
The White Hotel
Alex is a hotel reviewer well-known for her scathing undercover reviews. To exact some payback for the previous bad review, Sarah decides to offer Alex a choice: Take a sound spanking as punishment and leave immediately, or have her identity exposed thus ruining her profitable enterprise...Worst Behavior ProductionsSarah GregoryAmelia Jane Rutherfordspanking, stockings, strap, ff spanking
Starlet Reunion - Part 2
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 later Amelia is on a plane from London to visit her long lost Sarah.Worst Behavior ProductionsSarah GregoryAmelia Jane Rutherfordspanking, stockings, erotic spanking, ff spanking
Starlet Reunion - Part 1
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. Amelia admits that she was confused when she left Sarah all those years ago and wants Sarah to punish her like she once did.Worst Behavior ProductionsSarah GregoryJuliette Marchspanking, mf spanking
Starlet Five - Finale - Part 2
The end of a long and successful series where our Starlet, Sarah Gregory, spanks Jill Kassidy, Britney Light, and Kate Kenzi. In this episode Sarah herself faces a long punishment, spanking, paddling and the strap and Juliette Marsh takes spanking, the strap and lots of Penalty Swats.Pandora's Dreams of SpankingSarah GregoryPandora Blakespanking, bdsm, leather paddle, bondage, anal, anal toys, erotic spanking, english discipline, ff spanking
Bound, Beaten And Buzzed To Completion
Sarah and Blake have a bit of time together today, and they know just how they want to use it. Sarah tells them just how much of a naughty slut they are as she slides in a large buttplug, and keeps them filled and plugged as she continues to spank, tease and expose them.Worst Behavior ProductionsSarah GregoryJill Kassidyspanking, otk, erotic spanking, ff spanking
Starlet Four - Beauty On Beauty
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 seems shocked and shares that she has never been spanked. It's an absolute joy to see Jill's world-class naked backside jump and squirm as Sarah spanks it.Worst Behavior ProductionsSarah GregoryAshley LaneAndi Ryespanking, otk, pussy spanking, humiliation, ff spanking
Troublesome Divas Spanked Hard! Part One - Two
Sarah Gregory manages a rock band and some of the ladies are starting to show up late to shows or missing them altogether. She and her boss, Miss Bernadette, are called on the carpet by the big boss, Loren, about this behavior. It is decided that they need discipline.Clare Fonda 5 Sites PassSarah GregorySage Pillarspanking, otk, hairbrush, ff spanking
Spanked Sweeties - Sage Pillar
Sage Pillar and her sister and friends were all spanked growing up. Sarah Gregory interviews Sage, who is very forthcoming with all the details. Then Sarah plays the mom who spanks Sage with a hairbrush for sneaking out to a party. Great interview and spanking re-enactment!Momma SpankingsSarah GregoryAngelica Veespanking, otk, hairbrush, carpet beater, cosplay, ff spanking
Angelica's Old Fashioned Spanking
After a good scolding, Angelica is taken across the maternal lap for a good old-fashioned spanking. She is spanked over her dress, then on her cotton bloomers before they come down for a painful spanking on her bare, exposed bottom. Her punishment only ends with 10 hard swats with the carpet beater.Worst Behavior ProductionsSarah GregoryJill KassidyJuliette Marchspanking, leather paddle, lesbian, erotic spanking, ff spanking
Starlet Five - Finale - Part 1
The end of a long and successful series where our Starlet, Sarah Gregory, spanks Jill Kassidy, Britney Light, and Kate Kenzi. In this episode Sarah herself faces a long punishment, spanking, paddling and the strap and Juliette Marsh takes spanking, the strap and lots of Penalty Swats.Momma SpankingsSarah GregoryMiss Elizabethspanking, otk, hairbrush, pyjamas, ff spanking
Spanking The Brat Out Of Sarah
Sarah has been a royal brat in the extreme. She is taken across mom's lap for a very hard hand spanking. Sarah is then spanked long and hard with the dreaded hairbrush until she is a truly very sorry and sore young lady ready to help with the household chores.Spanking 101 VideosSarah GregoryPaul Rogersspanking, otk, leather paddle, strap, jeans spanking, mf spanking
Sarah's Jeans Special
My beautiful BabyGirl Sarah Gregory bought these skintight jeans and it just HAD to be done! So, in short order, she is spanked soundly, paddled with a mean leather paddle, then bent over for a paddling with a wooden paddle.Worst Behavior ProductionsSarah GregoryMiss Bernadettespanking, hairbrush, stockings, wheelbarrow spanking, ff spanking
Troublesome Divas Spanked Hard - Part One
Sarah Gregory manages a rock band and some of the ladies are starting to show up late to shows. It is decided that they need discipline. Miss Bernadette demonstrates to Sarah how she wants them punished and the girls are first spanked OTK...over dresses, then panties and then on the bare bottom.Worst Behavior ProductionsSarah GregoryKate Kenzispanking, diaper position, stockings, pussy spanking, erotic spanking, ff spanking
Starlet Three - Intern Kate - Part 2
Kate Kenzi plays a potential intern for our Starlet, Sarah Gregory. But during the interview she has to submit to a good spanking as that is the method of discipline used with Sarah. Pretty Kate is spanked by both Juliette and Sarah on her skirt, panties, bare bottom and in the diaper position.Worst Behavior ProductionsSarah GregoryJuliette MarchKate Kenzispanking, otk, stockings, ff spanking
Starlet Three - Intern Kate - Part 1
Kate Kenzi plays a potential intern for our Starlet, Sarah Gregory. But during the interview she has to submit to a good spanking as that is the method of discipline used with Sarah. Pretty Kate is spanked by both Juliette and Sarah bare bottom, in the diaper position and then Penalty Swats.Worst Behavior ProductionsSarah GregoryMiss Bernadettespanking, stockings, pussy spanking, masturbation, erotic spanking, ff spanking
Spank My Lady Parts To Climax 3 - Sarah Gregory - Part 2
Miss Bernadette spanks Sarah's naked pussy, butt hole and bottom as Sarah has multiple orgasms. This is a very sexual, sensual film with some good spanking action. These were Sarah Gregory's first Penalty Swats and they are very intense.Momma SpankingsSarah GregoryChristina Carterspanking, otk, hairbrush, strap, jeans spanking, ff spanking
My House My Rules
It doesn't matter, man or woman, Sarah is not allowed to have sex with anyone while she is living in Mom's house. She reminds Sarah that it is 'her house and her rules'. Sarah brats and complains throughout, getting spanked on her bare bottom.Worst Behavior ProductionsSarah GregoryBritney Lightspanking, otk, erotic spanking, ff spanking
Starlet - Part One - Baby
Sarah Gregory takes the starring role in this all-star cast including Jill Kassidy, Britney Light, Juliette March, Kate Kenzi and John Osborne. In this first part Sarah is warned by her Agent that she can no longer see or be with beautiful young girls as it threatens her public image.Pandora's Dreams of SpankingSarah GregoryPandora Blakespanking, otk, hairbrush, uniform spanking, english discipline, ff spanking
A God-Fearing Christian Girl
John is a modern, progressive kind of guy - and he's running a modern, progressive kind of farm. When his business is in trouble, his friend Sarah Gregory agrees to help him out - but a bare-bottom hairbrush spanking from Pandora Blake wasn't exactly part of the deal...Momma SpankingsSarah GregorySamantha Bspanking, otk, hairbrush, jeans spanking, ear pulling, ff spanking
Sarah The Brat
Sarah struggles and kicks which only makes Mommy more upset. She is told to pull down her tight jeans so the spanking can continue on her panties with the hairbrush. Now the hairbrush is used with even more vigor across her exposed bare cheeks. How humiliating!AAA SpankingSarah GregorySunny Daysspanking, otk, leather paddle, stockings, strap, black girls spanking, wheelbarrow spanking, ff spanking
Sunny Days Spanking Positions
Please welcome Sunny Days in her amazing debut with us here at AAA. As we often do, the best way to introduce a newcomer to the site is by our Popular 'Positions' series... it's a no-nonsense way of seeing a lady spanked in a variety of our favorite spanking positions.Sarah Gregory SpankingSarah GregorySnow MercySamantha BVeronicaspanking, otk, hairbrush, strap, mf spanking, ff spanking
Veronica's Spanking Intervention
In this custom spanking film, Veronica plays the naughty girl who needs a spanking intervention from her mother, father, grandmother, and the disciplinarian they bring in, Snow Mercy. This is not the first time Veronica has misbehaved and it is getting out of hand.Sarah Gregory SpankingSarah GregoryClara Hewittspanking, otk, hairbrush, uniform spanking, ff spanking
An American Spanked In London
Sarah is spanked over her regulation knickers, and then on the bare bottom. Later that evening, she is changed into a white camisole, white panties, and white socks for another spanking. This time it is not just a hard hand spanking, but the hairbrush is also introduced to Sarah's sore bottom.Worst Behavior ProductionsSarah GregoryMiss Bernadettespanking, pussy spanking, humiliation, butthole spanking, erotic spanking, ff spanking
Spank My Lady Parts To Climax 3 - Sarah Gregory - Part 1
Miss Bernadette spanks Sarah's naked pussy, butt hole and bottom as Sarah has multiple orgasms. This is a very sexual, sensual film with some good spanking action. These were Sarah Gregory's first Penalty Swats and they are very intense.Cheerleader SpankingsSarah GregoryAngelica Veespanking, otk, uniform spanking, cheerleader spanking, ff spanking
Discipline For Angelica Vee
Angelica is spanked, stood up against the wall, as her bare pert bottom turns red quickly but she still gives off a haughty attitude so Sarah places the brat over her knee on the gym mats then continues to humiliate and punish her.Momma SpankingsSarah GregoryClara HewittPortiaspanking, otk, hairbrush, ff spanking
Naughty Stepsisters Spanked
There is a very angry mommy sitting on the bed waiting. She cannot believe first how slutty the stepsisters Sarah and Portia are dressed, and where they went. Both ladies are spanked until their bottoms are a burning red. They are two very sore sorry girls.Sarah Gregory SpankingSarah GregoryKajiraAmy FoxAngelica VeePaul RogersJayda Blayzespanking, otk, strap, group punishment, mf spanking, ff spanking
Birthday Party Blues
Each young lady is spanked in turn, by both Sarah's parents. They are given hand spankings, first by Mom, all on their bare exposed bottoms. then given a hairbrush spanking before Dad took his turn. He spanks each girl across their sore bottoms, then bends them over for the leather strap to finish!Momma SpankingsSarah GregoryMiss Elizabethspanking, otk, ff spanking
Lazy Sarah's Red Bottom
Sarah is spanked over her tight leggings, her panties, and (naturally for such a naughty brat) on her bare, quivering bottom by Mommy's stinging hand. Sarah learns a lesson the hard way about being lazy and not doing her chores.Sarah Gregory SpankingSarah GregoryAngelica Veespanking, strap, diapers, spanked and diapered, ageplay, abdl, ff spanking
Angelica's Humiliating Intake
Nurse Gregory first has Angelica strip before giving her a spanking and strapping for her rude attitude. Then, since Angelica can't seem to stop touching herself, she will be made to wear diapers to prevent masturbation and slutty behavior.AAA SpankingSarah GregoryAngelica Veespanking, otk, leather paddle, diaper position, ff spanking
Angelica Vee Spanking Positions 2
Angelica is back and following on from her top-rated film of our popular 'spanking positions' series, we decided to make another. This sequel to our previous 'Positions' film of Angelica is sure to be just as popular and fans of Angelica will not be disappointed.Sarah Gregory SpankingSarah GregoryZoe Pagespanking, outdoor punishment, erotic spanking, ff spanking
Splashed And Spanked
Zoe pouts and complains but Sarah continues to spank her. She fully undresses Zoe for added fun and humiliation. Zoe is told to get on all fours by the side of the pool. Zoe does as she is told but continues to protest as Sarah continues to spank her friend's bottom.Momma SpankingsSarah GregoryAngelica Veespanking, otk, hairbrush, uniform spanking, ff spanking
Angelica's Afterschool Spanking
Angelica has been a very, very naughty girl. She is spanked first over her school pinafore, then on her regulation school knickers, and finally on her bare bottom. Mom ends the punishment with the dreaded Mason and Pearson hairbrush which has the poor girl gasping and squirming in pain.AAA SpankingSarah Gregoryspanking, otk, outdoor punishment, mf spanking
The Sound Of Spanking
Any excuse to spank Sarah is welcome, so why not outdoors, dressed in her cute authentic Durdl in a classic OTK? This delightful film features lots of spankings, plenty of hand spankings, and Sarah's cute bottom getting reddened before our eyes! Enjoy!Momma SpankingsSarah Gregoryspanking, otk, hairbrush, ff spanking
Bratty Sarah Spanked By Stepmom
Sarah has really gone and done it this time. She decided to stay out way past her 10pm curfew and didn't come home until the early morning. Sarah is told to go fetch the Mason & Pearson hairbrush (which she hates) and she becomes very compliant. Too late to be sorry...Good Spanking StudiosSarah GregoryChelsea Pfeifferspanking, otk, hairbrush, outdoor punishment, ff spanking
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 and goes right to work on the naughty model's bottom.Cheerleader SpankingsSarah GregoryAndy Moonspanking, otk, uniform spanking, cheerleader spanking, ff spanking
Sarah Spanks Andy Moon
Sarah suggests Andy take a spanking for the sake of their friendship, She knows she did wrong, so she reluctantly agrees but she doesn't know how far Sarah will go with this punishment. Sarah humiliates Andy by spanking her on the bare bottom, over her lap.Momma SpankingsSarah GregoryLunaspanking, otk, outdoor punishment, ff spanking
Luna's Outdoor Punishment
What a lazy, selfish girl Luna is, Mom declares... and she knows the only way that Luna learns is with a good spanking. In no time at all, she pulls the naughty girl right over her lap, right there in the garden for all to hear.Good Spanking StudiosSarah GregoryChelsea Pfeifferspanking, otk, hairbrush, ff spanking
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.AAA SpankingSarah GregoryLola Bellespanking, caning, uniform spanking, ff spanking
Lola Belle's Last Chance
Lola's punishment is a hand spanking given over her tight crisp white panties before they are quickly pulled down as Miss Gregory really reddens the flight attendant's bare bottom. The painful lesson is concluded with a hard no nonsense caning leaving visible welts across Lola's aching backside.Sarah Gregory SpankingSarah GregoryMiss Bernadettespanking, caning, otk, uniform spanking, classroom, ff spanking
Sarah's Detention Discipline
After a stern, no-nonsense scolding, Miss Bernadette takes Sarah over her lap for a much-deserved punishment. The hand spanking is carried out over her tight navy regulation knickers and, of course, on the bare bottom. Sarah learns a very hard lesson to respect and follow the School Rules.AAA SpankingSarah GregoryRaven Mackenziespanking, hairbrush, bath brush, wheelbarrow spanking, ff spanking
Raven's Wheelbarrow Spanking
Sarah's hand and the wooden brush turn Raven's amazing bubble butt a more shameful hue of crimson as the poor girl whimpers and snivels throughout this spanking! Fans of the wheelbarrow position will love the multiple angles and detailed close-ups of Sarah's view and Raven's facial reactions!Momma SpankingsSarah GregoryMiss Elizabethspanking, otk, hairbrush, diapers, spanked and diapered, ageplay, abdl, ff spanking
Naughty Girls Get Spanked
Little brat Sarah is spanked over her onesie but this isn't getting through to her so the snaps are undone, allowing Mommy to spank her bare bouncing bottom. Next, Sarah gets the hard hairbrush applied to her sore bottom which brings her to tears.AAA SpankingSarah GregoryAmy Foxspanking, caning, severe, ff spanking
Amy Caned for Credit Card Fraud - Images Preview
Amy's sassy attitude soon disappears when the reality of this discipline takes place with her bent over the table, bottom vulnerable and exposed. This cane is one of the most fearsome Miss Gregory possesses; A straight, knotless, dense Dragon Cane nicknamed 'The Bequeathed' as it is so precious!Sarah Gregory SpankingSarah GregoryApricot Pittsspanking, otk, ff spanking
Interview Attitude Adjustment
Apricot takes bratty Sarah over her lap for a hard hand spanking, first across her panties and then with them pulled down after it becomes obvious Sarah is still not learning her lesson! This is a hot bare bottom spanking scene that ensures Sarah really does learn her lesson.Momma SpankingsSarah GregoryChristina Carterspanking, otk, leather paddle, ff spanking
Sarah's Revenge
Christina is mortified that a smirking Sarah wants to spank her just the way she dished out many spankings to her girl over the many years. This means she spanks her mom's bare bottom over her lap and uses a mean, stinging leather paddle, the one Christina used on her in the past!Cheerleader SpankingsSarah GregoryLily Swanspanking, otk, uniform spanking, cheerleader spanking, ff spanking
Booty Shaking Spanking
Witness the beauty of 2 hot ladies in their colorful uniforms, with Sarah over Lily's lap getting a well-deserved spanking over her tight-fitting shorts. Of course, to learn her lesson and without the dignity of wearing her shorts, she receives a mean bare bottom hand spanking too.Spanked And DiaperedSarah GregoryAlex Reynoldsspanking, otk, hairbrush, uniform spanking, diapers, spanked and diapered, ageplay, abdl, ff spanking
Doctor's Orders - Sarah Gregory Spanked & Diapered
Another great video from Spanked & Diapered, the unique producer of high-quality videos and pictures focused on the intersection of spanking and ABDL. Enjoy a diverse mix of popular ABDL models and performers trying adult diapers for the first time.AAA SpankingSarah GregoryLily Swanspanking, otk, ff spanking
Lazy Lily Slut Shamed And Spanked By Sarah
Watch Sarah enjoy humiliating and taking control of Lily as she slut shames and spanks her helpless roommate, legs splayed and reminding her who is in charge! This is such a hot spanking scene, Lily's bottom really turns a burning red and Sarah plays with her like a cat would a mouse!Momma SpankingsSarah GregoryMiss ElizabethRachel Adamsspanking, otk, nurse, diapers, rectal thermometer, humiliation, spanked and diapered, ageplay, abdl, ff spanking
Rachel Adams Spanked and Diapered
Rachel has been having accidents and mommy is not happy. After a full medical exam including a rectal temperature taking, it is confirmed that Rachel is not sick and that she has a behavioral issue. Dr. Gregory knows just the treatment.Cheerleader SpankingsSarah GregoryLola Andersonspanking, otk, uniform spanking, wooden paddle, cheerleader spanking, ff spanking
Lola Learns Her Lesson
Coach Sarah Gregory has had enough, and with Lola's parents' permission, is allowed to discipline her the old fashioned way... with a spanking and wooden paddling! Lola is one sorry young lady, who is left to rub her aching bottom better before being allowed to go home!Cheerleader SpankingsSarah GregoryLeila Hazlettspanking, uniform spanking, wooden paddle, cheerleader spanking, ff spanking
Loser Gets A Spanking
Sarah Gregory spanks Leila Hazlett in front of a mirror, so the poor hapless girl can watch every embarrassing move as her panties are pulled down. Her pert bottom turns a dark shade of red then Sarah uses a paddle.AAA SpankingSarah GregoryAmy Foxspanking, caning, severe, ff spanking
Amy's Caning For Credit Card Fraud
Amy's sassy attitude soon disappears when the reality of this discipline takes place with her bent over the table, bottom vulnerable and exposed. The caning punishment is calculated and methodical, designed to elicit the maximum emotional response to the painful consequences of receiving 24 strokes.Momma SpankingsSarah GregoryDaizy Cooperspanking, otk, hairbrush, black girls spanking, ff spanking
Naughty Daizy
Stepmother takes a forlorn-looking Daizy over her lap for a hard, hand spanking across her bared bottom. This brat really needs to learn her lesson so stepmom takes the hairbrush found next to the bed and uses this stinging implement on Daizy's aching, sore swollen behind.Momma SpankingsSarah GregoryMiss Elizabethspanking, otk, hairbrush, ff spanking
Spanked For Too Much Spending
Sarah is spanked for what is an ongoing issue... far too much shopping. Mommy takes her babygirl over her a lap for a much-needed and long overdue spanking with her hard hand... and as it is Miss Elizabeth, she of course gives Sarah a mean hairbrush spanking that she won't soon forget.Cheerleader SpankingsSarah GregoryNuna Starksspanking, otk, strap, uniform spanking, black girls spanking, wooden paddle, unusual implements, cheerleader spanking, ff spanking
Party Play With Nuna
Who could resist seeing Nuna Starks and Sarah Gregory dressed in sexy cheer uniforms having some fun between filming making this video for us all to enjoy? There is no storyline, no plot... just spankings from the start. Sarah places sexy Nuna in a few positions with different implements.Sarah Gregory SpankingSarah GregoryChristina Carterspanking, otk, hairbrush, ff spanking
Bratty Sarah And The Babysitter
After arguing and running way once too often, Christina grabs the annoying brat Sarah Gregory... She spanks her hard and mean with her hand, then the hairbrush which has Sarah yelping before the silly baby off to bed.AAA SpankingSarah GregoryOpalspanking, caning, otk, uniform spanking, ff spanking
Principal Teaches Opal A Hard Lesson
Opal is spanked over Miss Gregory's lap, without the dignity of wearing her regulation knickers and her bottom soon turns an angry speckled red. The caning is mean and to the point, ensuring that Opal is taught a valuable lesson. School Rules will not be broken, discipline will be maintained!Momma SpankingsSarah GregoryAudreyspanking, otk, wedgies, ff spanking
Audrey Spanked And Wedgied
In this custom spanking and wedgie film, Sarah plays Audrey's mother. Mommy takes the naughty girls jeans down and pulls her over the lap for a spanking on her bare bottom. For more humiliation, Audrey's thong is pulled up to give her a mean wedgie that will teach her more of a lesson.Sarah Gregory SpankingSarah Gregoryspanking, otk, uniform spanking, wooden ruler, classroom, ff spanking
Double Detention Discipline
Sarah and Elle are there not just for detention, but a double punishment, in front of the other. Each naughty girl is taken one at a time, over their teacher's firm lap for a panties-down, bare bottom, hand spanking. It is so humiliating being spanked in front of each other.Sarah Gregory SpankingSarah GregoryPaul Rogersspanking, otk, leather belt, belt spanking, mf spanking
Sarah's Second Dose Of Discipline
Sarah Gregory cries real tears very quickly during this spanking punishment. After the hand spanking, daddy takes off his leather belt to teach his little girl a much-needed lesson that she should be a better-behaved girl in the future.Clare Fonda 5 Sites PassSarah GregoryAmy Foxspanking, otk, hairbrush, ff spanking
Sarah Spanks Amy Fox
Sarah Gregory recently received a spanking and it was all because Amy Fox told all about her plan. So now Sarah exacts her revenge by putting Amy over her knee for a painful spanking with her hand, and a hairbrush. The spanking goes on until Amy repents for what she did. Lesson learned.Momma SpankingsSarah GregoryHarley Havikspanking, otk, hairbrush, ff spanking
Consequences For Harley And Sarah
Sarah & Harley are dressed like sluts . Their story about going to the movies is a complete lie. Each naughty young lady is taken over the maternal lap for a spanking over their tight, slutty dresses, inappropriate panties, and of course over their bare exposed bottoms.Cheerleader SpankingsSarah GregoryAmy Foxspanking, bdsm, caning, uniform spanking, bastinado falanga falaka, cheerleader spanking, ff spanking
Amy's Caning And Bastinado Punishment
Sneaky cheerleader Amy Fox has been disappearing from after school practice far too many times recently. Miss Gregory tells Amy that her little leaving feet are going to be punished as well as the usual hard caning across her bare bottom and thighs that she would give her.AAA SpankingSarah GregoryAngelica Veespanking, strap, wheelbarrow spanking, ff spanking
Angelica Vee: Positions - Images Preview
We chose 3 classic positions to showcase the amazing talent of Angelica Vee. Position One: Classic OTK, a naked Angelica is spanked over Sarah's lap... Position Two: Bent over receiving a leather strap. Position Three: The Wheelbarrow.Clare Fonda 5 Sites PassSarah Gregoryspanking, otk, ff spanking
John Spanks Sarah Again
John Osborne has been tipped off and knows that call girl Sarah Gregory is trying to pull a fast one when she offers him a 'drink.' So he decides to teach her a lesson by putting her over his knee for a sound spanking. She wiggles and complains but cannot get out of this firm hand spanking.Sarah Gregory SpankingSarah GregoryChristina Carterspanking, erotic spanking, spandex pants, ff spanking
Sexy Leggings Sexy Spankings
With their bottoms stuck out, they position themselves on their knees to push out their booties to really feel the leggings hugging their warmed bottoms during their spanking. These two ladies enjoy this so much. The sting of the hand over the tight leggings feels so sexy!Worst Behavior ProductionsSarah GregoryBritney Lightspanking, lesbian, humiliation, butthole spanking, ff spanking
Penalty Swats 21 - Britney Light
Beautiful Britney Light spreads her cheeks wide open for Sarah Gregory to spank right on her cute pink butt hole. A painful, embarrassing and very humiliating experience for poor Britney.Sarah Gregory SpankingSarah GregoryTiana Iriespanking, otk, hairbrush, black girls spanking, pyjamas, ff spanking
Be Careful What You Wish For
Tiana kicks and struggles as Sarah spanks this insatiable girl. Sarah finally uses a wooden hairbrush that really grabs her attention, especially when she is leg locked and unable to squirm or wriggle out of the final part of this punishment.Sarah Gregory SpankingSarah GregoryPandora Blakespanking, otk, leather paddle, ff spanking
Girlfriend's Indiscretion
Sarah is given a spanking over the underwear she is wearing but they don't stay on for long as her bare bottom is given a harder spanking for this. Pandora is far from finished and asks Sarah to give her the paddle on the nearby table so she can tan that delicious booty further.Momma SpankingsSarah GregoryChristina Carterspanking, otk, hairbrush, jeans spanking, ff spanking
Sarah Spanked Babysitter Spanked
It's Sarah's turn for a dose of the hand and hairbrush on her naughty little bottom until she is crying real tears. Mommy won't put up with this brattiness from her sweet little girl. Sarah is hugged and sent to bed with a very sore bottom.Cheerleader SpankingsSarah GregoryRedspanking, otk, uniform spanking, outdoor punishment, wedgies, cheerleader spanking, ff spanking
Red's Attitude Adjustment
The spankings over coach's lap are designed to teach this English girl a lesson in humility and it has the desired effect. Her poor bottom endures many hard swats of Miss Gregory's hand as you can witness her cheeks flatten under the smacks!Clare Fonda 5 Sites PassSarah GregoryClare Fondaspanking, otk, hairbrush, ff spanking
Sarah Spanked For Sleeping In
Sarah Gregory slept through at least one session and Madam Clare Fonda wants to nip this problem in the bud. Or the butt. She wakes Sarah up with a sound spanking over her knee on the bed, using her hand and a hairbrush. She brought real tears to Sarah as she cried during this spanking.Momma SpankingsSarah GregoryAngelica Veespanking, otk, hairbrush, pyjamas, ff spanking
Mommy Spanks Angelica
Angelica squirms and struggles as the spanking starts over her pajamas so mommy pulls them down and spanks her bare bottom to make sure she feels it. She also spanks this brat with the hairbrush which really grabbed her attention, before sending her back to bed with a sore, red bottom.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, crying, tears, ff spanking
More Tears For Sarah
After a good long, humiliating scolding, Momma takes Sarah over her lap for a very hard hand and hairbrush spanking. Sarah squeals in pain, kicking her legs as the tears flow freely. By the end of this punishment, her poor face is a tear-stained mess.Spanked And DiaperedSarah GregoryAlex Reynoldsspanking, otk, leather paddle, diapers, spanked and diapered, ageplay, abdl, ff spanking
Mommy Has To Spank You
Alex is being fussy and has put pretty little panties on instead of her diaper. Mommy has to punish Alex and put her back in diapers. Another great video from Spanked & Diapered for the ABDL community.Shadow Lane StudiosSarah GregoryViolet Octoberspanking, caning, ff spanking
The Caning of Violet October
Miss Gregory promises Violet a finishing caning, which she deserves for being a disagreeable patient that day. Violet is caned over the spanking bench. Twenty-four thwacks with the cane are administered to the platinum blonde, leaving her ivory bottom scored with pink lines.Sarah Gregory SpankingSarah GregoryLeluspanking, otk, jeans spanking, ff spanking
Lelu Learns Her Lesson
Sarah is going to teach this naughty girl a lesson by taking her over her lap for a good old fashioned spanking. Pretty Lelu is amused and a little confused at first but when the spankings continue from over her tight sexy shorts to the slutty panties... she realizes Sarah is serious!Northern SpankingSarah GregoryMaddy Marksspanking, otk, stockings, wooden paddle, ff spanking
Maddy's Huge Problem
In the sequel to Luci's Huge Problem, it seems she's told one of her classmates about Coach Adams and his... attributes! Sarah, Maddy's mom comes home to discover her daughter, attired in slutty lingerie she had no idea Maddy owned, gazing longingly at an emailed photo of a hugely impressive dick!Momma SpankingsSarah GregoryCassyspanking, otk, hairbrush, ff spanking
Cassy And Sarah Spanked By Mom
Each girl is taken over her knee for a hard bare bottom hand spanking followed by a mean, nasty hairbrush punishment that really teaches them both about behaving more appropriately! Mom leaves both girls rubbing their sore red bottoms to think about their very naughty behavior.Shadow Lane StudiosSarah GregoryJennispanking, otk, uniform spanking, paddle, ff spanking
Sarah - Uniform Spanking
Sarah's ridiculous behavior while watching her sister's punishment of course results in an immediate return engagement over Miss Grey's ample lap, which impels Sarah to kick and squirm even more vigorously, like the bad little brat that she is.Sarah Gregory SpankingSarah GregoryPandora Blakespanking, hairbrush, ff spanking
Sarah Spanks Pandora
Sarah and Pandora are roommates sharing a beautiful house, the only problem is it is such a mess. Sarah had agreed to rent a room to Pandora for less money in exchange for help with the cleaning. Sarah has friends coming over soon and the kitchen is a complete mess!Clare Fonda 5 Sites PassSarah GregorySage Pillarspanking, otk, hairbrush, ff spanking
Spanking Sage Pillar
Sage Pillar and her sister and friends were all spanked growing up. Sarah Gregory interviews Sage, who is very forthcoming with all the details. Then Sarah plays the mom who spanks Sage with a hairbrush for sneaking out to a party. Great interview and spanking re-enactment!Clare Fonda 5 Sites PassSarah GregoryKiki Calispanking, otk, hairbrush, uniform spanking, ff spanking
Kiki Spanked For Flirting
When cute Kiki Cali flirts with Senior Sister Sarah Gregory, she gets more then she bargains for. She was expecting a little cuddling and kissing but instead finds herself over the knee of the strong Sorority Sister Sarah, getting a long a painful spanking with hand and a stingy pink hairbrush.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, ff spanking
Sarah's Snow Globe Shenanigans
Sarah is taken over mommy's lap for a spanking over her cute dress, then on her panties, and finally on the bare bottom. In the end, mommy says that she is going to spank her with the hairbrush. Sarah doesn't think this is very fair but of course, has no choice in the matter and does as she is told.Sarah Gregory SpankingSarah GregoryMiss Bernadettespanking, strap, nurse, face slapping, rectal thermometer, humiliation, ff spanking
Sarah Learns The Hard Way
Nurse knows just what kind of game Sarah is playing and is prepared to deal with her the way a naughty girl should be dealt with. Sarah learns the hard way why faking sick to get out of her chores is not a wise choice. For sure Sarah won't be faking sick to get out of doing her chores anymore.Momma SpankingsSarah GregoryAudreyspanking, otk, rectal thermometer, humiliation, ff spanking
Cousins Spanked Together
Audrey and Sarah are marched up to her bedroom and each taken over the knee one at a time for a hard spanking. After, Sarah asked to go home and says she is not feeling well. Little does Sarah know that now she is to have her temperature taken in a very humiliating way, in her bottom.Sarah Gregory SpankingSarah GregoryRachel Adamsspanking, stockings, strap, wooden paddle, ff spanking
Miss Sarah Punishes Rachel - Images Preview
Miss Sarah is set with the task to teach this naughty young wife a lesson. She bends sexy Rachel over the bench to expose her perfectly round bottom, perfectly framed in black garters and stockings. Sarah's hand spanks Rachel's bared bubble butt with a thorough smacking that grabs her attention.Spanked And DiaperedSarah GregoryAlex Reynoldsspanking, otk, diapers, spanked and diapered, ageplay, abdl, ff spanking
Its Spanking Time!
Alex explains that her younger sister has been wetting the bed and is, therefore, wearing diapers, and she's brought one out for Sarah. Alex is always complaining about how babyish Sarah is, so it seems like fitting treatment to her. Sarah's humiliation isn't finished, though!AAA SpankingSarah GregoryMiss Bernadettespanking, caning, crying, tears, ff spanking
Mommy Canes Sarah Gregory Properly
Each swat is designed to create maximum impact and pain as Sarah processes each one to teach her a lesson. The tears flow and her bottom turns a dark, angry rouge. See Sarah Gregory as never before in this one time, specially commissioned film exclusive to our website.Momma SpankingsSarah Gregoryspanking, otk, pyjamas, ff spanking
Little Bratty Sarah Spanked
In this fun age play scene, Sarah is acting like a bratty little girl who doesn't want to go to bed. Sarah is spanked over her drop-seat pajamas and then on the bare bottom until she apologizes and promises to be a good girl for Mommy and do as she is told.Northern SpankingSarah GregoryAlex Reynoldsspanking, otk, uniform spanking, unusual implements, ff spanking
Silly Sister's Seifuku Spanking
Alex Reynolds can't believe her eyes when she walks into the living room to see her little sister, Sarah Gregory, dressed in a seifuku and reading a book about anime...holding the book upside down.Sarah Gregory SpankingSarah GregoryRachel Adamsspanking, bdsm, stockings, strap, wooden paddle, ff spanking
Miss Sarah Punishes Rachel
Miss Sarah is set with the task to teach Rachel a lesson. She bends her over the bench to expose her perfectly round bottom, perfectly framed in black garters and stockings. Sarah's hand spanks Rachel's bared bubble butt with a thorough smacking that grabs her attention.Clare Fonda 5 Sites PassSarah GregorySage Pillarspanking, otk, leather paddle, ff spanking
Sage Pillar Gets Spanked By Her Mentor
Sarah Gregory has been tasked with teaching the new girl Sage Pillar the ins and outs of the call girl agency. When Sage slacks off and does not pay attention, she finds herself over the knee of her mentor, who gives her a long and painful spanking with hand a leather implement.Sarah Gregory SpankingSarah GregoryMacyspanking, otk, leather paddle, strap, ff spanking
Macy's Spanking Introduction
We are so excited to bring a gorgeous new face to the spanking video world. Macy Nikole makes her debut this week in a special feature introductory spanking with a short interview. The interview with Macy turns saucy when Sarah indulges her in some of her wildest fantasies. Whoah...Momma SpankingsSarah GregorySoriaspanking, otk, ff spanking
The American Brat
After an argument where she swears at her Mommy, Sarah Gregory is taken over the knee and given a hard spanking. First she is spanked over her tight slutty dress. Then, when the dress is pulled up, there is shock when there are no panties on this naughty girl.Pandora's Dreams of SpankingSarah GregoryPandora Blakespanking, caning, otk, english discipline, ff spanking
Pandora's Birthday Caning
Pandora Blake and Sarah Gregory keep things candid in this lighthearted lesbian spanking film. Taking turns with firm hand spanking, things heat up when Sarah gives Pandora a birthday bare bottom caning.Clare Fonda 5 Sites PassSarah GregoryClare Fondaspanking, otk, hairbrush, ff spanking
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 not mess with Madam Clare! But will Sarah learn her lesson?AAA SpankingSarah GregoryAnastasia Rosespanking, otk, diaper position, ff spanking
Anastasia Rose: Spanking Positions
In a wide open diaper position, nothing is left to the imagination as Anastasia's cheeks are spanked a rosy pink as her privates are splayed and she purrs like a kitten with delight at the sensations she receives from this impact play.AAA SpankingSarah GregoryZoe Pagespanking, otk, outdoor punishment, mf spanking
Not so fun in the sun
Their bottoms are bared and tanned where the sun wouldn't normally reach, as their men use their hands to smack and spank those pale, perky cheeks a shameful red very quickly. The girls bottoms are now looking suitably punished and very sore.AAA SpankingSarah GregoryAmelia Jane Rutherfordspanking, otk, strap, mf spanking, ff spanking
A Price to pay for Wanton Play
They had also intended to play with a multitude of leather straps but that is over when John arrives back to see what they are selfishly doing. They ran away to play! There's an unpleasant price to pay for this type of behavior as Amelia finds out the hard way!Momma SpankingsSarah GregoryClare FondaMiss Bernadettespanking, otk, hairbrush, ff spanking
Double Discipline For Sarah
Mom is happy to see Miss Fonda administer a good solid spanking to her slutty daughter Sarah Gregory. After, the hand, both use the Mason & Pearson hairbrush on Sarah which stings terribly and has her squirming and kicking in pain.Clare Fonda 5 Sites PassSarah GregoryMiss Bernadettespanking, otk, stockings, strap, ff spanking
Sarah Punished For Moonlighting
When Sarah moonlights for Miss Bernadette, she quickly gets confronted by this strict madam that Sarah so badly wants to join. Miss Bernadette demonstrates how she runs things with a sound spanking and strapping that leaves Sarah sore for days!Sarah Gregory SpankingSarah GregoryAshley LaneMiss Bernadettespanking, otk, strap, ff spanking
Slutty Secretaries Spanked By Boss
They are humiliated but each go over their bosses knee for a hard spanking over their tight pencil skirts, over their sexy panties and of course on the bare bottom. She ends their punishment with a hard strapping before placing them bare bottomed next to each other to admire her handy work.Momma SpankingsSarah GregoryEris Martinetspanking, otk, pyjamas, ff spanking
Sassy Stepdaughter Spanked
Sarah is fed up with her stepmother and refuses to clean up her room when she told. Not only is Sarah rude and sassy but she is being a complete bitch. Well, step-mommy Eris Martinet will have none of that and takes her naughty stepdaughter her her lap for a good dose of old fashioned discipline.Sarah Gregory SpankingSarah GregoryJoelle BarrosAmelia Jane Rutherfordspanking, caning, uniform spanking, ff spanking
Amelia And Joelle's School Spankings
Amelia hesitantly bends over for Joelle but doesn't want to be spanked and complains as smirking Joelle spanks her over her school skirt, then her tight regulation knickers and finally on her bared bottom.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, ff spanking
I Will Never Steal Again
Sarah has taken stealing from a hotel room way too far. Mommy makes her daughter fetch the hairbrush to give to her mother, being told to ask her for a hairbrush spanking. How embarrassing! Now Sarah finally learns her lesson as her cheeks turn red with the painful punishment.Momma SpankingsSarah GregoryLola Andersonspanking, otk, hairbrush, strap, ff spanking
Sneaky Sluts Spanked and Strapped
They stumble in wearing very slutty clothing, if you can call it that. Mom is not having the attitude or sass from these two little sluts. It is right over her lap for a hand and hair brush spanking before she takes the mean leather strap to each of their bare bottoms.Cheerleader SpankingsSarah GregoryClare FondaMiss Bernadettespanking, otk, hairbrush, uniform spanking, cheerleader spanking, ff spanking
Coach Learns A Lesson
This is an awesome spanking with lots of hard hitting action and some amazing banter between Clare Fonda and Miss Bernadette, playing Sarah Gregory's mommy. Fans of Clare Fonda and good hard honest all female spankings will love this special film!Cheerleader SpankingsSarah GregoryAndy Moonspanking, otk, uniform spanking, wooden paddle, cheerleader spanking, ff spanking
Andy Moon - Spanked And Paddled
Andy Moon is about to learn, with the help of Miss Gregory's wooden paddle, that there are consequences in her cheer squad for poor behavior! Andy is told she will be spanked and then given 10 hard swats of the wooden paddle.Spanked And DiaperedSarah GregoryAlex Reynoldsspanking, otk, diapers, spanked and diapered, ageplay, abdl, ff spanking
I'm The Mommy
Sarah isn't very into this idea, but Alex is a strict Mommy, and when Sarah refuses to wear her diaper she pulls her over her knee, lifts the hem of her cute little girl dress and gives her a spanking over her panties, and then on her bare bottom.Punished BratsSarah GregoryNyssa NeversBrontespanking, otk, strap, asian, asian spanking, ff spanking
Girl Trouble 9 - Variety Show - Part 1
When the IT department determines Nyssa was the cause of the malicious computer virus being spread throughout the company, her boss Beverly informs her the warnings are done and gives her a red hot OTK spanking.AAA SpankingSarah GregoryBritney Lightspanking, diaper position, wheelbarrow spanking, pussy spanking, ff spanking
Britney Light Spanking Positions
Britney Light is spanked in 3 super erotic spanking positions by Sarah, who takes her time caressing, massaging, and turning Britney's cheeks a colorful glowing red by the end. Sarah also does not forget that Britney's exposed pussy needs some attention too, as you will see!Cheerleader SpankingsSarah GregoryBritney Lightspanking, otk, uniform spanking, cheerleader spanking, ff spanking
Her Secret Desire
Her lycra shorts come down and her bare bottom is spanked further, all whilst Sarah strokes and caresses her bottom. Sensing Britney's real excitement, her pussy is given attention as well. Britney's cheeks and legs are spread for more intimate spankings which get both ladies all hot and bothered.Momma SpankingsSarah GregoryLily Swanspanking, otk, strap, ff spanking
Lesbian Lovers Spanked and Strapped
Lily and Sarah are busy having sex on Sarah's bed when mommy comes home. She is appalled that what she thought was her innocent daughter having sex. She takes each naughty girl over her lap for a hand spanking before administering the family strap nice and hard to their sore red bare bottoms.Sarah Gregory SpankingSarah GregoryMiss Elizabethspanking, otk, ff spanking
Strictmoor Academy Year Three Scene Two
In scene 2 if Year Three, Ann Wellbourne (Miss Elizabeth) is to deal with the issue of her daughter, Sarah. Sarah has been misbehaving while away at college and so now mother is upset. Sarah is scolded and then taken over mommy's lap for a bare bottom spanking before being led for an early bedtime.Momma SpankingsSarah GregoryClare Fondaspanking, otk, hairbrush, ff spanking
Mommy Spanks and Diapers Sarah
It is right over mom's lap for a hard spanking over her dress, panties, and then the bare bottom. But if that is not humiliating enough, she is made to strip for the rest of her punishment. After Sarah is spanked she thinks her punishment is over...oh no!AAA SpankingSarah GregoryAmber Dawnspanking, wheelbarrow spanking, ff spanking
Amber's Wheelbarrow Spanking
Take this latest first time wheelbarrow spanking for someone who we have admired for a very long time. Namely, Amber Dawn, possessing one of the most spankable booties to ever have graced our website. Even Amber felt a little embarrassed and exposed, not something she was used to.Momma SpankingsSarah Gregoryspanking, hairbrush, strap, ff spanking
Lying Sarah Spanked Again
Mom gets a call from the dean of Sarah's university to say that this part semester has not been paid for and Sarah hasn't even been going to class. When confronted, Sarah lies, which only angers mommy more. Her punishment is ended with mommy's stingy strapClare Fonda 5 Sites PassSarah GregoryMiss Bernadettespanking, otk, strap, paddle, ff spanking
Sister Bernadette Punishes Sarah
Student Sarah Gregory is being frisky and naughty, so Sister Bernadette bursts into her room to teach her a lesson. She spanks her, paddles her, strips her naked, has Sarah bend over and then straps her. Great dynamic between this real life top/bottom.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, strap, crying, tears, ff spanking
Sarah's Tearful Punishment
Mommy is so angry that she waits until the next morning to deal with Sarah's behavior. Well mommy is pissed and she plans to punish her daughter with a hand spanking, strapping, and the dreaded wooden bath brush.Cheerleader SpankingsSarah GregoryChrissy Mariespanking, otk, strap, uniform spanking, cheerleader spanking, ff spanking
Chrissy Caught Smoking
Who the hell does Chrissy Marie think she is? Her coach is absolutely livid and embarrassed that the entire squad has been asked not to return to this hotel because of what she did! She is taken over coach's lap for a harsh and humiliating punishment that soon turns into a bare bottom spanking.Sarah Gregory SpankingSarah GregoryRachel Adamsspanking, otk, ff spanking
Rachel's Office Discipline
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. Sarah takes this naughty employee over her lap for a hard hand spanking over her tight skirt, panties, and then on the bare bottom.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, ff spanking
Auntie Knows Best
Sarah is in for a rude awakening when she is woken up (mind you at 3 in the afternoon) and told that what she needs is some good old fashioned discipline for her rude behavior, skipping school, and general breaking of rules. Sarah is taken out her aunt's knee for a hard hand and hairbrush spanking.Sarah Gregory SpankingSarah GregoryMiss Bernadettespanking, otk, strap, paddle, ff spanking
Anniversary Punishment
She hasn't been spanked by her girlfriend in 2 years, but it has been long enough. Sarah is taken right over the knee for a bare bottom hand spanking before being bent over for the stinging leather strap followed by a very painful caning.AAA SpankingSarah GregoryIsobel Wrenspanking, otk, wedgies, ff spanking
Spanked And Shamed By Sister
What we see is some great banter between the girls, Sarah is such a brat who really enjoys giving her younger sister wedgies, gagging her mouth with her panties when she cries out and turning her sister's bottom as red as their school uniforms!Cheerleader SpankingsSarah GregoryLunaspanking, otk, uniform spanking, cheerleader spanking, ff spanking
Cheats Never Prosper
Sarah protested but decided to take the spanking, and agreed this would be between them so no-one would ever find out what had happened. Sarah is given an embarrassing OTK hand spanking over her panties and then her bare exposed bottom as Luna delighted in punishing her cheating friend.Spanked in UniformSarah GregoryZoe Pagespanking, otk, uniform spanking, prison spanking, mf spanking
Sarah Gregory - OTK Relay
He's had more than enough of her cheek and rudeness and pushes her off his knee so she lands on her sore bottom on the hard cell floor. She tells him he can't do that to her, but Officer Page has come into the cell and assures her that he most certainly can.Spanked in UniformSarah GregoryZoe Pagespanking, strap, uniform spanking, prison spanking, mf spanking
Sarah Gregory - Intake Day
Poor Sarah finds herself bent over the desk receiving a hand spanking. Her struggles and squeals of pain are ignored. Eventually she thinks its over - but it's not, it's just a change of spanker, as Officer Page takes over further reddening her bottom.Spanked in UniformSarah GregoryZoe Pagespanking, whipping, prison spanking, mf spanking, ff spanking
Gregorys Flogging
Officer Kennedy explains to Sarah why she's in the position she's in and how she can save herself a great deal of pain and suffering by telling him who gave her the gun that was used to shoot a sheriff.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, mf spanking, ff spanking
Disobedient Daughter Disciplined
She is spanked over the knee by mommy, then daddy with their hands. Then, she is given the wooden hairbrush on her bare bottom before daddy takes his belt to her. She is a very sad an sorry little girl who will behave from now on.AAA SpankingSarah GregoryAnastasia Rosespanking, diaper position, ff spanking
Anastasia Rose Spanking Positions
Please welcome beautiful Anastasia Rose to our website as she is introduced to the delights of a sensual and sexually explicit spanking at the hands of Sarah Gregory. We start with a traditional OTK spanking, both over panties and lingerie and without...Sarah Gregory SpankingSarah GregoryMiss Bernadettespanking, uniform spanking, wooden ruler, ff spanking
Sarah Spanked At School
Miss Bernadette has Sarah bend over for a hard hand spanking, both over her panties and without the protection of said garments to add to her shame before giving her 6 swift hard swats with the wooden ruler on her now sore, swollen bottom.Sarah Gregory SpankingSarah GregoryAmber Dawnspanking, otk, ff spanking
Amber Spanks Sarah
Sarah's bottom jiggles as Amber's expert hand smacks her girlfriend's delicious bouncing booty until it turns a shameful red! Amber lets her naughty girlfiriend know that this style of punishment will be carried out again in the future as she rather enjoyed spanking Sarah's lovely behind.Cheerleader SpankingsSarah GregoryKate Kennedyspanking, otk, uniform spanking, cheerleader spanking, ff spanking
Kate's Audition
Kate is surprised when she is told that spankings in this squad are done over the bare bottom, she is embarrassed but had heard of this method and really wants to be in this squad! So her tight sports panties are pulled down revealing a pair of beautiful bouncing cheeks which glow as the hand spankings get harder.Cheerleader SpankingsSarah GregoryElle Beaspanking, otk, uniform spanking, wooden paddle, cheerleader spanking, ff spanking
Cheer Sex Scandal
This time Elle was going to get the dreaded 'Bad Cheerleader' paddle across her bare bottom only a day after her last punishment. Sarah Gregory doesn't hold back as Elle is given a humiliating scolding, spanking and paddling that Elle won't forget in a hurry!Sarah Gregory SpankingSarah Gregoryspanking, strap, riding crop, ff spanking
A Lesson in Submission
They show her how it feels to truly submit to them and want to please them. They make her vulnerable, humiliate her, and show her just what it feels like to be controlled by these two strict dominant woman. Sarah gets wet with excitement and you can see the real chemistry between her and her dominants.Momma SpankingsSarah Gregoryspanking, otk, hairbrush, pyjamas, ff spanking
A Spanking Before Bedtime
After a bit of scolding Sarah is soundly spanked over her tight pajamas and then on her panties and finally on the bare bottoms. Just when she thinks her spanking is over, mommy takes the brush to her which only makes her kick and squirm more. After she is spanked she is sent to bed without supper.AAA SpankingSarah Gregoryspanking, hairbrush, wheelbarrow spanking, anal, anal toys, ff spanking
Sarah: Exposed Wet & Buttplugged
Add some implements to grab Sarah's attention, such as a leather paddle and hairbrush, then there is the slow deliberate plugging. When it is inserted, her bottom can feel the cold metal as she has no choice but to hold it as she is spanked further.Momma SpankingsSarah Gregoryspanking, otk, wooden paddle, ff spanking
The Paddled Princess
After momma uses her hand, she makes Sarah go and fetch the dreaded paddle. Sarah does what momma says even though she is very scared. This is one of the hardest spankings Sarah has taken and it shows. She struggles and promises to be a good girl until Momma finally believes her.Momma SpankingsSarah GregoryAlice Michaelsspanking, otk, hairbrush, pyjamas, ff spanking
Little Misbehaving Alice
Mommy is scared when she hears scream, but when she sees it was just a little bump and Alice is ok, she makes sure she gets screams out of her for making her worry. Alice is spanked over her cute pajamas, then on her tight panties, and finally on the bare bottom with the dreaded wooden hairbrush.Momma SpankingsSarah GregorySyrena Vaedyaspanking, otk, hairbrush, ff spanking
Mommy Spanks Syrena
She takes this naughty girl over her knee for a hard spanking with hand and heavy ebony hairbrush until Syrena is crying and promising not to put her health at risk again. But that is not the worst of it, she must wait for daddy to now come and deal with her.Momma SpankingsSarah Gregoryspanking, otk, ff spanking
Miss Kane's School of Manners
This is her parent's last resort for their bratty little girl. After her time with Miss Kane she sure learns the hard way that she needs to be respectful. Sarah learns some very important lessons, which also include getting a spanking when she is disrespectful, sassy, and childish.Momma SpankingsSarah Gregoryspanking, otk, ff spanking
Momma Clare Takes Charge
Mama Clare has had enough back talk, enough attitude, and enough of Sarah doing whatever Sarah wants to do. She takes disciplining her rude daughter into her own hands and gives this brat the long over due spanking she deserves.Momma SpankingsSarah GregoryAntheaspanking, caning, otk, mouth soaping, humiliation, ff spanking
1950s Maternal Discipline
In this epic film, we flash back to the 1950s when discipline in the family home was very common. Times were different back then for sure and you will see some examples of this here. Sarah is sent to stay with her strict Aunt Dana since breaking multiple rules.Momma SpankingsSarah Gregoryspanking, otk, ff spanking
Bikini Bottom Blistering
Sarah is taking her good old time at the pool trying to get a nice tan. When she gets back to the room, mom is very upset. Sarah continues to have attitude with mom until she earns herself a spanking from mom over her skimpy bikini and then on the bare bottom.Momma SpankingsSarah GregoryRosie Annspanking, otk, hairbrush, ff spanking
Rosie's Bedtime Punishment
Mommy has had it with her disobedient daughter and grabs her, pulls her out of the tub, drags her to the bedroom, and throws her over here lap for a spanking. Rosie cries in pain as mommy spanks her wet bare bottom with hand and hairbrush.Momma SpankingsSarah GregoryAlice Michaelsspanking, otk, hairbrush, pyjamas, ff spanking
Little Alice's Punishment
Sarah has taken her daughter, Alice, on vacation to a nice hotel. Alice runs the halls, plays with luggage carts, and is an all around trouble maker. Naughty little Alice gets a spanking from mommy on her pajamas, panties, and bare bottom before she takes the hair brush to her.Momma SpankingsSarah GregoryStevie Rosespanking, otk, hairbrush, jeans spanking, ff spanking
Step Daughter Spanked
Daddy has given Sarah full permission to punish this naughty girl as she sees fit. Stevie is taken OTK and give a spanking over her tight shorts and then on the bare bottom before ending with a hard hairbrush spanking.Sarah Gregory SpankingSarah GregoryKiki Calispanking, otk, hairbrush, ff spanking
Slutty Kiki
When a sorority girl misbehaves, she gets a spanking. Kiki is being a dirty little slut, so Sarah makes her strip half way through her spanking and she spreads her legs to further humiliate her. Kiki will learn not to be such a slut, especially when she has other responsibilities.Sarah Gregory SpankingSarah GregoryStevie Rosespanking, caning, otk, wooden paddle, ff spanking
Stevie's Real Punishment
She was drinking to the point of blacking out at spanking parties. Since I care about her and we are friends, I gave her areal punishment. She gets spanked with my hand, leather paddle, straps, canes, and paddles.Sarah Gregory SpankingSarah GregoryRosie Annspanking, wooden paddle, ff spanking
Rosie's Humiliating Punishment
Punishment is in order for this naughty sorority sister. First it is over Sarah's knee for a hard hand spanking over her jeans, panties, and then bare bottom. Then, she is made to strip for the more humiliating part of the punishment.Sarah Gregory SpankingSarah GregoryGalasspanking, otk, ff spanking
Red Bottomed Revenge
Sarah gets revenge on her girlfriend for giving her a hard undeserved spanking the night before. Galas already has a sore spanked bottom from other spankings she had gotten. See Galas scream in pain as her already sore, marked, spanked bottom is spanked again.Sarah Gregory SpankingSarah Gregoryspanking, strap, ff spanking
I Want a Spanking
In this video Sarah plays a young innocent girl who has only read about and seen videos of spankings. She is curious and would like to try it. Sarah quite enjoys the sensations of her first spanking, strapping, and flogging, though it does sting and make her squeal.Sarah Gregory SpankingSarah Gregoryspanking, otk, mf spanking
Sneaky Sarah Spanked
John is not very happy when he catches his girlfriend, Sarah, attempting to sneak out to go and work at 'Hooters.' He is very disappointed in her. The worst of it was that she was trying to be sneaky about it instead of honest. He teaches his girl a tough lesson with an over the knee spanking.Sarah Gregory SpankingSarah GregoryJoelle Barrosspanking, belt spanking, ff spanking
The Workout Burn
Sarah is very disappointed in her student and she doesn't know what to do and just tells her to leave and not come back. Joelle wants to keep working with Sarah so she suggests she should be punished and what better way than with a spanking? Sarah agrees!AAA SpankingSarah GregoryZoe Pagespanking, otk, outdoor punishment, mf spanking
Not So Fun In The Sun
Life is one big happy joke for these girls, where they never fear the consequences of their actions... A damned good spanking outdoors right there under the blazing sun!AAA SpankingSarah GregoryApricot Pittsspanking, otk, uniform spanking, mf spanking
Lies and Punishment
Her pristine regulation navy knickers are pulled down revealing the white gusset as her bottom is turned a shameful burning red, first with his hard hands then with the school punishment paddle. Her punishment was complete when she was close to tears, feeling very sorry for herself.AAA SpankingSarah GregoryMandi Raespanking, otk, hairbrush, ff spanking
Hell no, Kitteh!
Sarah caught her making a noise playing 'spank the teddybear' & Then saw her stuff, asking why she always had to play with her things. Since Mandie was not being grown up about the whole situation, Sarah decided to spank her like a naughty little girl.AAA SpankingSarah Gregoryspanking, caning, uniform spanking, mf spanking
Caning Demonstration
This film was made in June of 2011 and was the last of Sarah Gregory's tour to the UK at that time. We saved the last and best film until the end of her day's shoot with us as she had been promised a lesson in what it was like to take various caning implements across her bare bottom.Clare Fonda 5 Sites PassSarah Gregoryspanking, otk, hairbrush, mf spanking
Sarah Gregory Spanked for Hijacking John
John Osborne is expecting to see call girl Clare Fonda, but Sarah Gregory tries to hijack his session. So John gets angry, giving Sarah a sound spanking to teach her a lesson. He even uses her neon green hairbrush on her lovely and famous bottom.Clare Fonda 5 Sites PassSarah Gregoryspanking, otk, paddle, mf spanking
John Osborne Spanks Sarah Again
Sarah Gregory steals another girl's client, but she makes a big mistake because this client is John Osborne, who has a certain way of punishing naughty girls like Sarah - with a good old fashioned spanking. Sarah gets it good and maybe will finally learn her lesson.Clare Fonda 5 Sites PassSarah Gregoryspanking, otk, mf spanking
Sarah Gregory Spanked by Landlord
When her landlord John Osborne overhears her talking about buying expensive shoes, he decides she needs help with discipline. He gives her a sound spanking and gives her a strict deadline as to when she must pay her rent by or receive another spanking.Clare Fonda 5 Sites PassSarah GregoryKoko Kittenspanking, otk, leather belt, asian, asian spanking, ff spanking
PJ Spanking Time
Koko Kitten and Sarah Gregory have already had one spanking battle. But now that Sarah is looking for a place to stay for a while, another spanking battle is in store. This time Sarah spanks Koko in her dropseat PJs before Koko gets her revenge. And they even use a leather paddle.Clare Fonda 5 Sites PassSarah GregoryKoko Kittenspanking, otk, asian, asian spanking, ff spanking
Sarah Gregory Meets Koko
Sarah Gregory is willing to do anything to represent hot new artist Koko Kitten, even take a hard spanking from her in her own office. But she figures out that Koko is not exactly who she claims to be, so a revenge spanking is in order. Two good hand spankings from the two spanking superstars!Clare Fonda 5 Sites PassSarah GregoryKoko Kittenspanking, otk, asian, asian spanking, ff spanking
Episode 92: Koko vs. Sarah
Long time members Koko Kitten and Sarah Gregory square off in the kitchen as they each get a chance to spank each other with hand and a painful spatula. Who will win this power exchange? Which of the two disciplinarians can spank harder? Check it out to get the answers.Northern SpankingSarah Gregoryspanking, otk, slipper, uniform spanking, mf spanking
Gaming The System
This film features Sarah Gregory and John Osborne, our good friends and hosts at this weekends Lone Star Spanking Party in Houston, Texas, which both Alex and I are attending. That is, after Mr Osborne has finished giving her a good spanking!Shadow Lane StudiosSarah GregoryViolet Octoberspanking, leather paddle, mf spanking
Sarah and Violet Bend Over
While Miss Gregory receives her plugged, hard strapping, she cries real, visible tears that shoot from her eyes. Finally Miss Gregory begs to be allowed to leave and Mr Osborne gives his permission. Violet enthusiastically hugs him, telling him this was the best session of her life.Shadow Lane StudiosSarah GregoryViolet Octoberspanking, otk, ff spanking
Sarah Gregory Spanks Violet October
Miss Gregory decides to correct Violet October's bratty attitude with an over the knee spanking. Mr. Osborne makes notes. Miss Gregory gets Violet to admit that she is completely ignoring the healthy eating recommendations she has been given at the clinic.Model Alert for Sarah Gregory
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Rachel AdamsFaith ShalynnNicky MontfordCherrySimoneZoe PageMegan SageMia CollinsNagi TsukinoLola MarieLucy EPPandora BlakeAdriana EvansAya KomatsuRei HoshinoLily JamesLuna LeveAnabelleAmelia Jane RutherfordLady AmandaAliceDolly IISierra II FTVMisaMillaMistress TatjanaSaki KawanamiStevie RoseSunnyHaruka SuzunoSunny DaysCrystal WatersLily SwanChelsea PfeifferRia KurumiRiley StarrAika SuzumiyaJazmineNimue AllenSkylar RoseElizabeth SimpsonKyla KeysGiulia WyldeHarper FTVLaura LuxEssieKiki CaliAngelica VeeLOAD MORESEARCH MORE