Outlaw Spanking Video
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Reform School Girls: Samantha Mattingly Samantha Mattingly has anger issues and takes it out on the front door of the School. The principle has to replace the door and since Samantha can't pay for it he decides to take the price of the door out of her soon to be bare ass. He spanks her OTK with hand and a nasty little paddle that makes her cry. If she puts her hands back, cusses, or lies he gives her extra swats. After the OTK spanking he makes her use a dildo on her ass while he continues to spank her. She cums at the end screaming. Tears are still running down her cheeks. #spanking #bdsm #anal
Outlaw Spanking Video15,981 次观看 • 3 天前
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The Interrogation When Lea Jackson is caught trying to smuggle in 2 cartons of cigarettes and a cell phone into the reform school she is Interrogated by Principal Outlaw and Vice Principal Natilee Mocker. Smuggling contraband is a serious offense and this time they are determine to get to the bottom (if you will pardon the pun) the situation. Lea is paddled very hard until she gives up her accomplices. The most shocking part is that she gives up Vice Principal Mocker (this is the prelude to Better to Give than Recieve). Poor Lea this is a very hard punishment because after Outlaw gets the truth out of her he takes her OTK for a long hard punishment with paddle penalty swats and 12 of the best with the cane. He then hooks her up on the fucking machine and finger fucks her asshole until she cums. #spanking #bdsm #bondage #anal #punishment
Outlaw Spanking Video27,890 次观看 • 12 天前
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Strippers Never Learn, Unless You Spank Them #spanking #bdsm #anal #crying As a general rule, strippers are hard headed, rarely listen, and somehow think that rules do not apply to them. It is just the nature of the beast, when you have young women, girls really being worshiped each and every night and having money showered upon them. Desire and Shy are two particularly stubborn girls who are repeat offenders. When The boss gets enough of their nonsense he brings them in for some corporal punishment. Shy is first and she shows up late and makes Outlaw mad off the back. Instead of the usual hand spanking he breaks out the cane and uses it on her bare ass right away. Laying into her with ten hard strokes with no break in between he then starts spanking her with a paddle. Poor Shy she is crying like a little girl. Next is Little Desire, and Desire shows up d****and trys to talk her way out of a spanking. First Outlaw takes her over his knee and gives her a very hard spanking about halfway through it there are tears pouring from her eyes. Outlaw then makes her get up on all fours and spanks her with a strap. Getting out of position earns her extra penalty swats with the lexan paddle (with holes). Just for good measure he gives her 5 more hard penalty swats which has her crying and jumping around. Maybe these two will never learn but I am willing to bet that they will think twice before they get in trouble again! Tearfully Desire apologizes and Outlaw lets her suck his dick to make things right. When it is over, Desire is so horny she pulls a dildo out of her purse and satisfies herself.
Outlaw Spanking Video17,473 次观看 • 8 天前
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Spank the Girls, Make them Cry #bdsm #spanking : Three big booty girls from Binger Oklahoma, Country girl (black girl), Maria (Hispanic girl) and Mary Ann (white girl) come to the big city to be strippers and make their fortune and fame. Unfortunately they quickly get tangled up in drugs and prostitution. Lucky for them that they get caught by their club owner instead of the police. Rather than fire them or turn them over to the authorities he flushes their drugs and decides to give them a severe spanking. Mary Ann is last and she cries the most. After the hand spanking Outlaw bends them over and straps them good. Mary Ann gets a double strapping because she doesn't hold her position while Maria was being spanked.
Outlaw Spanking Video21,662 次观看 • 11 天前
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Nikki Tastes the Cane Little Nikki keeps getting in trouble at the bar. Late to work, refuses to do her side working and very bad attitude. The boss decides corporal punishment is needed. First he gives Nikki a long hard over the knee spanking, even using a nasty shoe on her bare ass. It makes Nikki cry and she does promise to do better but the boss isn't satisfied, so he has her assume the position and gives her a hard cane spanking. #spanking #bdsm #caning #paddling
Outlaw Spanking Video21,054 次观看 • 11 天前
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The Roommates Stella Stern has two naughty roommates who party all night and keep her awake. To make matters worse Ashley (Hazel) is sexing Stella's man. But Stella has a friend, Outlaw who is the Principal of a girls school. She calls him in to discipline the girls. Outlaw first takes Black Pearl (aka Rickie Bobbi) OTK and gives her a long hard spanking, she uses the spatula on her and has her crying real tears. Next is Ashley (Hazel) who gets the same treatment as Pearl but because she fucked Stella's man, she gets a birch switching. She starts crying with the snot coming out of her nose. While she is still crying and still bent over the chair Stella fucks her with her vibrator in the ass until she starts crying again. #birching #switching #spanking #bdsm #anal
Outlaw Spanking Video18,012 次观看 • 11 天前
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Skylar's Reminder Skylar is the Librarian at Ridel Academy. Unlike most of the other girls, Skylar is not disrespectful for the most part. Skylar just doesn't always listen very well, she is a day dreamer who is lost in her own little world. With construction going on at the reform school all girls and staff are told to say out of the construction zones which are taped off with danger tape and cones. Lost in a day dream Skylar walks right into a construction zones and twists her ankle. She is very lucky that she wasn't hurt more seriously. Principal Outlaw decides that she needs a reminder to avoid the construction zones and takes her to the punishment room where she is spanked and ass fucked with the fucking machine. With the tears coming out of her eyes and the snot running out of her nose, she promises to avoid it in the future.
Outlaw Spanking Video17,972 次观看 • 19 天前
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Amelia Strapped and Butt Fucked #anal #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.
Outlaw Spanking Video66,511 次观看 • 3 个月前
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Sandra Robinson: Too Many Tardies 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 distress 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
Outlaw Spanking Video17,530 次观看 • 19 天前
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Zen and the Art of Spanking : Unlucky for Shy the club she works at has a three strike rule. After 3 major violations of the club rules an employee can expect to be fired but there is one escape clause, the girl can agree to take a spanking instead.. After picking up her third strike Shy has decided that she rather take a hard spanking instead of being terminated. She is first bent over the back of the couch for a hard hand spanking, when she proves she can not hold still the spanking goes Over the knee, she is held down and spanked to tears. She then must assume the position for paddle swats the with Lexan paddle which causes the tears to flow uncontrollably, Rather than take anymore with the paddle she gets a painful ass fucking to make sure she doesn't forget her lesson. Hard Spanking and Anal Sex
Outlaw Spanking Video16,256 次观看 • 21 天前
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Penance of the Novice Nuns Thinking it will be easier Ridel Reform School Lydia & Sierra commit themselves to the convent, as Novice Nuns. Now while this should be a time of learning, prayer, and spiritual growth for the girls they are anything but serious and they soon come to realize that it is just as strict as as reform school itself. In fact the Covent founded Ridel Reform School, and the girls find that the nuns weld a strict ruler that frequently meets their bared bottoms. Lady Superior makes the girls her project. Then seemingly on her own Lydia is caught smoking when she sets off the smoke alarm and the fire trucks arrive. Lady Superior washes her hands on the girl when finds out and Lydia is sent back to reform school. When the Principal starts punishing her she snitches on Sierra and Sierra is too sent back. The Principal is really at his wits end with Sierra and she is sentence to a 24 swat caning on the bare. Not to mention a bare bottom paddling, a strapping and he fucks her ass with the dildo on a stick. Sierra is crying uncontrollably like a naughty girl before he is through. Starring Sierra with guest appearance by Lydia (short OTK spanking). This is one of the hard spankings we've filmed.
Outlaw Spanking Video23,774 次观看 • 1 个月前
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Zen and the Art of Spanking 2 Corporal punishment is effective because the punished comes to understand that continued bad behavior will result in continued pain. Now Outlaw is a big believer in corporal punishment and in Zen and the Art of Spanking he disciplined Shy very effectively, paddling her severely on her curvy bared bottom. For a time Shy changed her behavior, she was on time to work with a great attitude and missed no days. Unfortunately Shy has started back sliding, once again she is tardy, again her attitude with the customers is bad and she misses three straight days with no call and no show. Outlaw fires her. Nearly a week goes by and Shy comes up to the bar begging for her job back. Poor Shy she knows the price of coming back to work. It is a nasty caning with the Tiger cane. There are tears in her eyes before she even gets her clothes off, she's never been caned before but she has seen the other girls get it on occasion. She is made to assume the position on a small table with her cute butt high in the air. She is in trouble from the beginning, made to call out the swats and thank Outlaw for the caning. She is blubbering and crying with snot coming out of her nose through the entire punishment. Filmed from two angles you see her facial expression and the cane as it impacts her ass. With no break between she is then made to bend over a stool for a hard strapping. Outlaw really lays into her with a thick leather strap and welts are raised on her bottom after each swing of the belt. She is now crying uncontrollably and after the strapping (still no break) Outlaw takes her over the knee and gives her a hard spanking with his hand on her tender ass. This is one well punished girl. She is then allowed to blow Outlaw and he fucks her in the ass with good measure. She cries and pleads throughout her punishment. It will be a very long time before this naughty girl is naughty again! Look closely at the picture below and you can see the cane stripes on her ass. You have to cane a ebony girl very hard to get marks like that.
Outlaw Spanking Video35,551 次观看 • 1 个月前