Ashley's Court Cost Spanking

  Ashley has been a bad little girl, instead of paying her bills (rent and court costs) she goes out partying. When her room mate Jen threatens to throw her out she asks her boss for another loan but when he finds out that she didn't pay her rent or her court costs, he gets mad because she has already borrowed money for this purpose . He agrees to the loan but only if she takes a hard punishment. He spanks her ass with a vengeance then lets her room mate ass fuck her will a dildo while she continues to spank her big naughty ass. still crying he forces her to suck his cock, when he cums she choke sand cum squirts out her nose. She is bawling uncontrollably before the two of them are through with her, you can hear her pathetic sobs saying she is sorry.

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Anal Series: The Punishment Room, Sierra (Pain&Pleasure)

***REMASTERED IN SUPER HIGH DEFINTION (1920X1080)- originally filmed in high definition we had difficulty with the software.***

It seem that these days there is no shortage of young ladies with a disrespectful attitude. At Ridel's ReForm School for Wayward Young Women and Girls this kind of behavior is not tolerated. The harshest punishments are dealt with in the punishment room using corporal punishment, on the bare bottom. Sierra has been disrespectful to the staff at Ridel, even to the point of slapping Ms. Mocker. When extreme behavior modification is called for the monk is brought in. Sierra is taken to the punishment room by the old monk. First he takes her over the knee for a long hard spanking that leaves her in tears. She is strapped, paddled with three different paddles (he keeps braking them over her ass) caned and then ass fucked by a fuck machine while he spanks her ass (with cane and paddle). She cries, begs and pleads like all naughty young girls do when they are getting a bare bottomed spanking. She moans and orgasms when being fucked by the fuck machine. This film runs for over 30 minutes. It features hard spanking (cane, paddle, strap), anal sex and Bdsm.

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Samantha Mattingly Punished at the Reform School.

Samantha Mattingly has anger issues and takes it out on the front door of the School. The principle has to replace it and since Samantha can't pay for the door he decides to take the price of the door out of her soon to be bare ass. He spanks her over the knee with hand and a nasty little paddle that makes her cry. If she puts her hands back or cusses he gives her extra swats. After the 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 pretty cheeks. 
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3 Hours Late

3 Hours Late:

Can you imagine showing up 3 hours late for a job interview with a lame excuse? This stripper did.To make matters worse she has been fired from the club before because of.....you guessed it, excessive tardiness. The boss tells her that if she wants the job then she will have to take a spanking. She thought she'd be let off easy. Boy was she in for a surprise. Extreme spanking action and she gets fucked in the end. She cries and screams all through the spanking. Watch the tears flow out of her eyes. Very Hard Spanking action! Then when she thinks it is over she is fucked and fucked hard all this on her very red and welted bottom. 

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Tears For Tie

What do you do with a girl that just can't be anywhere on time? Well Outlaw decides to give Tie a severe spanking in hopes this will teach her the importance of being there. He starts out with a OTK spanking, Tie is bawling in record time. He then bends her over the chair with some nasty swats with his thong shoe that is made out of an tire. She crying like a baby, because real spankings result in tears.

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Accountant is held Accountable

Accountant is held Accountable 

Big butted Sara is Outlaw's red headed accountant. She messes up Outlaw's tax info for Outlaw Spanking and the Gentlemen's club, not to mention his personal taxes as well. She costs Outlaw over five hundred dollars in late filing fees. I guess you know what that means. Outlaw gives her a no nonsense hard OTK hand spanking that leaves her crying real tears and begging for a lighter punishment. He doesn't seem to be listening though, as he has her bend her over and takes the strap to her naked ass (it turns bright fire engine red) then then gives her a one hard one with the paddle. She begs for any other punishment so Outlaw makes her double insert herself with a dildo in her ass and a dildo in her pussy. He works the dildo in and out of her ass without mercy.

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Just Busted Hollie

IN this Video Series we wrote girls/women that were arrested and incarcerated in the local County Jail and offered to pay their court costs (when they go out) if they would do a spanking Video. Hollie responded to our letter and agrees to take a spanking to help defer her court costs. First Hollie is taken OTK and given a long hard hand spanking first over her dress, then on her very bare bottom. She is then bent over the bed for a long hard belt strapping on her bare bottom that leaves her crying uncontrollably before it is over. Still sobbing and pleading she is made to assume the position and take a hard spanking from a wooden paddle. After the spanking is is horny and is allowed to please her self with a long double headed dildo. Very hard spanking action.

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Strippers Never Learn Unless you Punish them (Scene-1 OTK)

Little Desire is a stripper. She has a annoying habit of coming in late or just not showing up at all. The boss has tired all kinds of punishments to teach her a lesson. Fining her money for being late and making her do extra cleaning around the bar have little or no effect. Desire keeps coming in tardy. The boss finally gets enough and decides to spank her. Unfortunately for Little Desire Outlaw has brought hand spanking to a fine art, he often gives as many as 20 swats to the same cheek before moving to the other one. First over her tight "Dasiey Duke" shorts then over her thong panties then on the bare bottom. This spanking has a immediate effect on Desire she screams and pleas and promises never to come in late again and begs to be allowed to "apologize" by sucking Outlaw's cock. 

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Spank The Girls, Make them Cry

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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.