After Zoe gets her over the knee spanking from the principle, she finds herself very very horny. She uses her fingers to play with herself a bit. Then she sneaks into Ms. Mockers office and gets the dildo in the vice principles desk draw. She takes her panties down and starts to please herself with Ms. Mockers dildo. In the next room the principle starts to punish another girl with a paddle. As she listens in she brings herself to orgasm as the girl in the next room cries and screams as the paddle works it's magic on her bare bottom.

Both Cherry and Tie are back and of course they've been naughty. Attitude problems are infectious in a titty bar, and these two girls have the worst. Time to set and example to nip it in the butt before it becomes a company wide problem. Both girls are first made to spank each other, both of them really get into it. Each girl has the other yelping and squirming. When the boss takes over, however then the real spanking starts. Outlaw then uses the nasty wooden oak paddle on big butted Cherry. She is soon crying uncontrollably then little Tie gets a strong dose of the belt. Both girls are crying uncontrollably before it is over. This is really hard spanking. Outlaw decides that both girls need to kiss and make up, what follows is great lesbian action as both girls lick on each other and Cherry uses a strap on, on Tie which brings her to Orgasm. Over 31 minutes of spanking and Lesbian action. Very hard spanking that brings bawling and crying. Double the Trouble, Double the Lesbian Action, Double the Spanking and Double the tears.

Poor little Nikki, as she is about to find out, only the naughtiest girls get the Hairbrush and why why it is such a painful instrument. Outlaw briefly pauses the spanking and goes from spanking her on the chair to OTK on the couch but there is very little break for Nikki and soon she is back to crying and begging and promising never to do again. Outlaw decides to make sure that she remembers this spanking and pulls out a strap that he uses liberally over her ass. With nothing but a thong she has no protection. With still no let up he brings out a wooden hairbrush. This is a very nasty instrument and Outlaw uses it to great effect Nikki is screaming and counting the swats. She is now crying uncontrollably, tears and snot are coming out of her eyes and nose. Still Outlaw doesn't let up and he goes back to spanking her with his hand but has great effect because it has been tenderized so much. Nikki struggles but can't cover up because of the bondage and he holds her in place. This girl is learning a very important lesson on this day.

After the pain of a spanking makes bartender Ally give up Desire and Natalie for stealing money from the register the two girls refuse to admit which one of them did the deed. Their boss makes them give each other a bare bottom spanking, first by hand then with a nasty strap. Each girl insists the other one did the deed. They also get into an argument about which girl is the others bitch. Hot OTK lesbian spanking on the bare.

As the Interrogation continues, she doesn't realize that everything she has done has been caught on camera, so Outlaw and Ms. Mocker know that she is lying. She is strapped to the punishment bench and turn the fuck machine on. As the pain and pleasure gets intense she starts giving them more and more of the truth. The fuck machine is turned on full and a finger is stuck up her ass, so she gets double fucked. When Ms. Mocker says that she is still lying Outlaw gets out the cane to use on her bare ass. At first a bamboo cane but after Outlaw breaks it over her ass he gets out the much feared tiger cane. She is begging and crying before he is done.

When these two school girls get home from School they are in for a surprise. Their teacher has already called their step dad to tell them that they skipped school for the day. Both girls arrive home and tell step dad that they had a wonderful day at school. Poor girls, Step dad is old school and he believes in corporal punishment. He brings out a paddle with holes that he calls “The board of Education” both girls have a long cry coming as he works over their big fat asses. This is an older film thus the reduced price. It is the last film for Aliza and Black Pearl, two legendary Wellspanked Models from the early days, brought back for a serious "assume the position" spanking. These girls won't forget this spanking anytime soon!

Behavioral modification is a serious concern at the reform school. The girls at Ridel are one step away from going to prison. The principal and staff take their job very seriously. They are not afraid to use corporal punishment. Diamond is the rebellious type. This gets her sent to the punishment room downstairs is the basement. She is strapped across the punishment bench and fucked with the fuck machine. The old monk uses his paddle on her bare ass. She screams and cries as he spanks her but it does her no good. The monk won't stop until he feels she has learned her lesson.

Ms. Mocker's Step-Daughter Selina has a history of disciplinary problems. She is disrespectful and talks back to authority. Since she won't listen to Ms Mocker, she is again brought to Outlaw for some much needed corporal punishment and attitude adjustment. Once across Outlaw's knee things start to improve rapidly and when the panties come down the smart mouth disappears. However Outlaw knows that it is necessary to make sure the young lady learns her lesson. He doesn't stop until he gets tears. Afterward to drive home the lesson he fucks her tight little pussy and wipes away her tears. She comes in a screaming orgasm.

When Little Nikki comes to the Principle and complains about Ms. Mocker her position as Vice Principle and making the girls have sex with her the principle becomes quite concerned. He questions the other girls and they say the same thing. When he confronts Ms. Mocker, she has two options: She can be fired or she can take a spanking punishment. Ms. Mocker needs her job so she tells the Principle that she will take her medicine, pull her dress down and take a strapping and a spanking. Poor Ms. Mocker Outlaw dishes out the kind of relentless punishment that she has given the girls. She cries like a school girl too.

It starts out as a routine day at the Gentleman's club, Outlaw he gets a bit upset with bartender Allie and decides to give her a bare bottom spanking. Outlaw approaches the spanking with the usual vigor and at first Allie takes it very well but as the spanking goes on and the swats add up, she starts crying and tells him that she will tell on two other girls if he will just stop her spanking. Allie tells him that he over heard dancers Desire and Natilee talking about taking the missing money out of the cash register. Given that information he confronts the two girls. Both point to the other girl and say: She did it! Outlaw decides to punish the girls until he gets the truth out of them. First he has Little Desire punish Naughty Natilee and she takes to it like a fish to water. Giving Natilee and nice OTK spanking that makes her squirm and plead. Soon the positions are reversed and Natilee is soon taking her revenge out on Desires little bare ass. It takes Outlaw's hand weilding the strap and paddle before the truth comes out. This clip is full length, runs for almost an hour and features three girls Allie, Desire and Naughty Natilee and of course Outlaw. Over 50 minutes of hard hitting spanking!

Destiny 8 has been caught, once again with Ms. Mocker who has recently been punished because of Destiny is only too happy to turn her over her knee and spank her. For added punishment she bends her over and fucks her with the fuck machine. The principle is even more upset with Destiny, he bends her over the bed and whips her with the belt, when she mouths off he increases her punishment and gives her a long paddling with a nasty 18 inch ruler. Mucho tears and crying

The Principle bends Destiny over the bed and goes to work on her bare bottom with the ruler. Destiny cries and cries but the principle doesn't stop until her ass is blistered.