Strict rules mean a second bare bottom spanking for hottie Helen Stephens
Lying over Philip Johnson’s lap, creamy smooth pale buttocks bared, Helen Stephens grits her teeth for a second spanking at Reform Academy. “All I did was look round while he was spanking Belinda and he ordered me right back over his knee for another dose!” she complains. A long, intense spanking ensures obedience, with hot slow-mo replay.
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A bare-ass belting for artist Delta Howser as she discovers the price of inactivity
Talented artist Delta Howser has already been spanked for lack of commitment. Now John Friday has to break out the belt to reinforce his theme of application and hard work in Artist Discipline. Bent over a table, Delta flinches as the belt lands across both cheeks over and over again – but she admits she deserves to be punished! Good job.
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Over knee spanking with Miss Tressa. She is spanking her kinky fetish slave till his ass is red and burning and she is very pleased that her Slave is styled with this lovely red ballet boots
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Motivation means a spanking for artist Delta Howser, peachy bottom bared
Bent over a table, bottom bared, sultry artist Delta Howser discovers the penalty for being lazy and not producing paintings: a spanking! Artist Discipline from John Friday is a stinging reminder to her bottom and a call to action: get painting! “The leather paddle stings more than his hand, so those yelps are real!” said Delta. Cheek jiggling replays.
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Will a leather paddle spanking sting Lilian White’s bare bottom enough?
With her pert buttocks presented for the paddle, shorts down and cheeks bare, Lilian White is willing to up her game in Asking For It. In her fourth spanking from John Friday, the sting of leather on bare skin gets loud vocal reactions, setting her butt cheeks jiggling as the paddle gives them a workout. Hot Reaction Cam and slow-motion replay!
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Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud

Charlotte Sartre is a very disobedient inmate at the all women’s prison. She’s been keistering anal toys and copulating with the other female prisoners. The Butthole Prison has brought attention to the Warden on this issue. Anal Warden, Dee Williams is a no nonsense busty MILF who has been known for doing extraordinarily cruel and unusual things to her female inmates. Charlotte denies she’s done anything wrong and seems to think she can prove her innocence by NOT being able to fit any toys into her “tight ass”. If the anal toys don’t fit, you must acquit. Unfortunately for anal hungry Charlotte, try as hard as she can to keep her asshole tight, it just wants to stay open and suck up everything in its path. You could drive a truck through Charlotte’s loose butthole. Dee starts with a nice firm over the knee spanking. Charlotte’s tushy turns bright red and she writhes with pain and pleasure. The spanking isn’t enough punishment, so Dee starts fingering and plugging Charlotte’s asshole with toys. Charlotte’s ass starts gaping wide open and Dee knows right away that she has caught her Anal Toy Smuggler and needs to administer a full anal examination. Dee then has to check the entire asshole so she performs a body cavity search putting her entire fist into Charlotte’s ass. Determined to understand how Charlottes has been getting all these toys past the prison inspections, Dee has Charlotte demonstrate how she was able to stretch her ass out for keistering. Charlotte puts a giant red butt plug in Dee’s asshole so that Dee can see how easy it is to hide things in buttholes. After learning how Charlotte is doing her bad deeds, Dee must perform one last punishment, She straps on a huge anal dildo and strap on fucks her poor, powerless inmate, leaving her asshole gaping wide open.
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The heat is on as Lilian White has her perfectly shaped bare bottom strapped
A sound spanking has long been Lilian White’s fantasy: now she’s Asking For It. John Friday delivers a blistering strapping across her bare bottom, lying flat on a low table to show every bounce and ripple of her smooth, pert buttocks as the leather sinks deep. “The strap was a real stinger, but in a good way,” Lilian said. Slow-motion booty bounce!
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Busty Latina Slut Is Tormented in Grueling Bondage

Demi is brand spanking new to BDSM/bondage. She has always been curious, but never brave enough to try it until now. We get the privilege of seeing The Pope walk this slut through the the day as she gets her first taste of what real bondage and domination really is. The shoot starts and you can see the apprehension in her eyes as she realizes that she may be in over her head. It’s too late now, because she is in it; she has signed off on it and like a roller coaster you can’t get off once it starts. Her emotions run high as The Pope begins exploring her body and invading her holes. He dwarfs her petite body as he moves through the dungeon preparing to torment her flesh and mind. She is restrained and subjected to flogging, caning, spanking, bastinado, pussy fingering, and tons of unwanted orgasms. The day is winding down and Demi is showing signs of fatigue and exhaustion. She made it thought the day, but you’ll have to watch to see what she thought of her first experience.
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Little Miss Kiki Cali has been having trouble staying awake in class, and after having had a previous conference with the Dean about it, he decides it is time to take stricter action. Before her 1st class, she is called into a meeting with the Dean, to discuss the issue. He decides the best way to keep her focused and awake during the day is to require her to place a large, heavy metal butt plug in her bottom and then receive a hard spanking with her legs in the air.
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Dria is punished for her attempt at spanking Veronica recently, and this time it’s by the big guy Double Dan, who puts her over his knee for a painful spanking with his giant hand and a hard wooden bath brush. It hurts for her to sit!!
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Creativity needs motivation: struggling artist Delta Howser is soundly spanked!
Gorgeous artist Delta Howser knows she can deliver artwork that is memorable and provocative. What she lacks is motivation. Can John Friday help our newbie in the all-new Artist Discipline? And what will a bare bottom spanking teach her about making the most of her talent? Lying across his lap, cheeks jiggling under his hand, she finds out!
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Audrey thought that her little sister was starting to get with the program. After Audrey had given Kitty her bath she gave her little sister some alone time. As soon as Audrey had left the room Kitty pulled out her phone, the she had hidden and began to have more than face time with her boyfriend. Audrey heard some commotion going on and was shocked at what she found. Kitty was taken from the tub and into the bedroom for a hard spanking that left the naked one in tears.
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Sexy Serbian Submissive Anal Slut Vyvan Hill

With a ball gag shoved between her two beautiful big red lips, Vyvan Hill walks handcuffed alongside the Danube river, led by the lovely Cherry kiss and Chad Rockwell. She wears only a small white dress that has been pulled down exposing her firm natural tits, shaved pussy, and round ass. She parades down the stone walkway naked, as people pass them and stare. They make their way to the top of the Gellert Hill to a popular place with the best view of Budapest. There, Cherry and Chad take off Vyvan’s dress, leaving her completely naked in front of all the tourists and take turns spanking her ass. Later they meet up with Steve Holmes in a bar and Vyvan gets on her knees to suck his cock. She wraps those big full lips around his big dick and deep throats his entire hog. She then gets bent over a bar and the customers all take turns spanking her ass with a flogger until her ass turns bright pink. Steve slides his cock into Vyvan’s ass while he has her bent over and pounds it deep. They then lay Vyvan across four bar stools on her back with her legs spread and Chad comes in to fuck her ass while her legs get tied up in rope bondage. Chad disappears and Steve slides his cock into Vyvan’s pussy while Cherry plays with her clit sending her into an orgasmic frenzy. He goes into Vyvan’s ass next and pounds it until she cums hard. Cherry gets so turned on that she mounts Vyvan’s face and gets her pussy licked while Steve fucks her ass from behind. Steve then lays on the floor and tells Vyvan to sit on his cock. She shoves Steve’s cock in her ass and bounces up and down on it while strangers grab her tits and rub her pussy giving her one more big orgasm before getting a hot load in her face.
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