Outlaw Spanking

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Amelia Strapped and Butt Fucked - Outlaw Spanking

Amelia Red has been at the Reform school for less than a week. Arrested for being a lady of the night the judge orders her to 3 years of Reform school. ON the 5th day of school she decides she is not going to wear her school girl uniform and is caught smoking cigarettes, the principle takes her down to the punishment room. First he bends her over his knee for a long painful spanking that leaves her butt red and bruised. Then he makes her face the wall and lays into her bare bottom with the prison strap. Crying and promising to be a good girl she thinks her punishment is over but the principle hooks her up to the fucking machine and fucks her asshole but good. This is one lesson this naughty girl will never forget.

Amelia Red

Resolution : 2560×1440
Duration : 00:34:13

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Sandra: Tardy Too Often - Outlaw Spanking

Sandra Robinson has been at the reform school for over 6 months. Amazingly she has avoided being spanked in all that time. This streak is going to come to an end today however, it’s Friday and she has been late for class everyday this week. Despite repeated warnings not only was she late Friday morning but she talked back, to the Principle. Never a good idea to make the person mad who is going to be spanking your bare bottom. Sandra is a very cute girl with blonde curly hair and a pretty face. She is only 18 and her parents didn’t believe in spanking. This is going to be a very unpleasant surprise for this naughty girl. Over the Principle’s lap she goes, before long she is in and saying “Okay, I’ve had enough”, but our man the Principle has other ideas and just goes right on spanking her. Soon he makes her get up and not only take her panties off but her whole school uniform. He has her sobbing and crying (like all naughty girls, who get a bare bottom spanking) and promising to never be late again. For good measure he makes the little minx stick her ass up in the air and gives her a long ride on the fucking machine.

Sandra Robinson

Resolution : 1920×1080
Duration : 00:22:50

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Reform School Series: Were You Raised in a Barn? (Part-1 OTK HD) - Outlaw Spanking

Sierra is discovering that when you don’t follow the rules at the Reform School your get spanked on the bare bottom. Outlaw decides that even after being caned, bath brushed, and paddled all while being relentlessly fucked with the fucking machine is not enough punishment. She did after all leave the barn and gate open and let Brownie (Outlaw’s favorite out. It is time for Sierra to really pay the price so Outlaw handcuffs her and puts her over his knee, first giving her a few very hard paddle swats as a warning to her not to get out of position.It’s really not a good idea to make Outlaw so mad and he really likes that ierra let out. He then spanks her as only Outlaw can really laying into her ass until she is crying and promising never to lie or leave the barn gate open. She earns herself multiple penalty swats with the paddle for her dirty mouth.

Sierra

Resolution : 1920×1080
Duration : 00:12:10

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Hard Case Kendra’s Reform School Spanking - Outlaw Spanking

Ridel Reform School for Wayward Women and Girls has seen it’s share of naughty young women over the years. The school takes young disobedient women and turns them into ladies. Kendra Casey thinks she is a hard case, she comes with an attitude from the streets. She thinks that she is going to disrespect people in the school the way she does in the world. Boy is she in for an education.

Her punishment starts out as a hand spanking with her skirt up and over her panties but the girl is hard headed. She soon made to stand up and take her panties down and gets an introduction to the cane. She is then made to go back over the principle’s lap and finish out her original punishment OTK. It hurts a lot more on a caned bottom!

Soon she is begging for mercy but he just ignores her. Eyes full of tears she is then given a ride on the fucking machine. The dildo pounds her pussy until she orgasms. Turns out the “hard case” has a tender ass. I don’t think she will be speaking out of turn again!

Kendra

Resolution : 1920×1080
Duration : 00:30:28

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Lydia's Reform School Discipline - Outlaw Spanking

Poor Lydia, when she is caught shoplifting a Judge sentences her to Ridel Reform School for Wayward Young Ladies, where corporal punishment is a common practice and has been used effectively for almost 100 years on the bare bottoms of young women and girls. Like many young women Lydia is very defiant when she arrives at the school. She is told about the schools demerit system. That ten demerits will earn you a spanking, but apparently she doesn't listen an racks up 10 demerits in 6 hours. So the Principal takes young Lydia to the punishment room for her first bare bottom Spanking.

Lydia

Resolution : 2560x1440
Duration : 00:15:29

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Sierra's Punishment Room Enema - Outlaw Spanking

Sierra just doesn't seem to be able to learn her lesson. This time it is Drinking & Driving and then shoplifting. She is given a serious Spanking with cane paddle strap. She is crying right from the beginning and begging for anything else. But her punishment continues and the Principal gets out the enema bag and gives her an enema before he fucks her ass with the fucking machine. She keeps right on crying and begging but it does no good. The punishment continues.

Sierra

Resolution : 1920x1080
Duration : 00:24:13

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Here Come The Tears - Outlaw Spanking

Sierra was fired from her teaching position at the Ridel Reform School because she was a bad influence on the girls. She'd been a maid at the school for the past several months. However she kept her nose clean and even completed classes at the local Junior College. She talks Dr. Bridgewater into letting her enter the Student Nursing program that the school runs. As a condition of her education she required to attend a Rehab program and go through regular UA testing. Sierra amazes everyone and for the first 6 months she holds it together with flying colors, however after the 6 months cracks start to appear. She doesn't complete Rehab under questionable circumstances but Dr. Bridgewater tells she'd better be perfect for the next 6 months. That very evening the good doctor catches her on her phone and ignoring a patient. He promises her the spanking of her life. Like all naughty girls Sierra is crying uncontrollably by the time he is finished and she gets her tiny little butthole fucked as well.

Sierra

Resolution : 2560x1440
Duration : 00:52:51

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Sierra's Contraband Punishment - Outlaw Spanking

Ridel Reform School is a school for Wayward Young women with a strict Corporal Punishment Policy. Sierra is a past student at the school and currently works as a maid at the institution. When she is arrested she calls the Principal who is able to first bond her out of jail, then get the charges against her dropped. It was for bringing contraband into the school. Needless to say the principal is quite upset with Sierra. For his help he promised her a very strict punishment. Sierra is brought down to the punishment room for a whole night of spanking and anal punishment. It starts out with hand spanking but progresses to strap, ruler, and then the cane. He then fucks her with a large dildo and then uses the fucking machine on her sore and swollen ass. She is crying all though her punishment and by the time it is over this girl has learned a very important lesson.

Sierra

Resolution : 1280x720
Duration : 01:04:02

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Santa’s Naughty Elf – Outlaw Spanking

Boy did Santa’s Elf Stella get naughty. Santa caught her pleasuring herself with one of his candy canes. OH NO, there isn’t enough time to make more so some people are going to get candy canes that smell like fish. Boy Santa is mad as hell, so he takes Elf Stella, bares her bottom and gives her a long hard OTK spanking. She is crying at the end because he really spanks her hard.

Stella Stern

Resolution : 1920×1080
Duration : 00:17:23

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Were You Raised in a Barn? (Complete-Anal) – Outlaw Spanking

Ridel School For Wayward Young Ladies was established in 1904 as a means to put errant young women and girls on the right path, the girls 18-21 are all women who have gotten in trouble with the law. Upon sentencing the Judge gives them a choice between prison and Ridel. Sierra is has been at the school since the first day she turned 18. She has been punished numerous times and for the most part it has improved her behavior. She is a trustee of the school and allowed to take care of the which are used in equestrian sports. Today is not Sierra’s day. Principle Outlaw is in a meeting with the board of directors of the school and his boss the Superintendent, when he looks out his window and sees the outside the fence and in danger of being hit by cars on the highway. Imagine his embarrassment when he has to cancel the meeting to deal with the (and Sierra). To make matters worse for Sierra when confronted she denies the deed trying to blame it on the other girls. Unfortunately for her the school’s security cameras show her clearly leaving the barn door and gate open. Sierra is to wait until bedtime when Outlaw takes her down to the punishment room, a room that she knows and dreads. Outlaw makes puts handcuffs on her and makes her go over his knee, keep a paddle nearby telling her if she puts her hands back she will be paddled. He then gives her a no mercy spanking with his hand showing no mercy until she admits to the misdeed. She thinks her punishment is over but Outlaw bends her over the punishment bench and uses the fuck machine on her tender pussy. Spanking her with the cane, paddle and bath brush while she is machine fucked. This is just the beginning though. He uses the fuck machine on her tender asshole, fucking the tight little hole until there is tears in her eyes. The Journey to the truth is a painful one. I am pretty sure that this young lady with be more careful about safety in the future.

Sierra

Resolution : 1920×1080
Duration : 00:32:57

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