La consigliera scolastica Sierra ha commesso un grave errore di giudizio. Rubando al mercato degli agricoltori, ha messo in pericolo la reputazione della scuola

Sierra a former student turned guidance counselor for Ridel Academy (reform school) takes several students to the Farmers Market. However, Sierra is caught shoplifting of all things pumpkins at the market and is arrested. Principal Outlaw has to come in on his day off to get release Sierra and the girls from jail. Still in her jail outfit Sierra is marched to the punishment room for a long hard over the knee spanking. Hand, paddle, and ruler are used on her soon bared bottom. This is a long hard spanking with tears.

There are consequences to breaking the rules at reform school. All too typical that this young lady has to learn the hard way. She is bound on the punishment bench with her ass in the air and the fucking machine is used on her little butt hole as she is paddled. She will learn to obey the rules.

Every Halloween Ridel Academy (reform school for wayward girls) takes the ladies to the Farmer's Market Halloween Festival in the nearest town to the school. However, this year guidance counselor Sierra is caught stealing pumpkins at the festival. The day after Sierra is punished for this offense Ms. Mocker takes her back to the market to apologize for her early transgression, however Ms. Mocker catches her stealing once again. Back to the punishment room and with hairbrush, paddle, and cane the Principal decides to teach her a lesson on her already sore bare behind.

Principal Outlaw has already told Sierra that he will spank her all night if he has to and he doesn't think that he is getting his point across, so after typing her down to the spanking bench he first uses the strap on her, she is give 20 severe swats which makes Sierra start to cry. Then he uses the cane on her bare ass, she cries and cries to make sure the point is clear he uses the nasty spanking ruler on her bared bottom. Finally he brings out a dildo and fucks her ass long and hard, manually and with the fucking machine. When he uses the clit stimulator on her pussy she has a screaming orgasm. She will not forget this lesson anytime soon.

Was founded in 1882 by the Sisters of Saint Augustine and was for wayward girls and young women who had lost their way. Then as today the courts could sentence lesser offenders to the school to have their behavior corrected through discipline and corporal punishment. Sierra is one of those ladies who has been sentence to reform school until she reaches 21 years of age. When she leaves the barn door of the stables open and the horses get out the principal decides to punishment her. First he gives her a long hard spanking over his knee and when she repeatedly uses unladylike language she receives penalty swats with the paddle on her bare bottom. Then she is made to bend over the punishment bench where she is repeatedly caned and paddled. Before this is over she is learn a good lesson that she will be reminded of every time she sits down.

Sierra, ex studentessa diventata consulente scolastico per la Ridel Academy (scuola di rieducazione), porta diversi studenti al mercato contadino. Tuttavia, Sierra viene sorpresa a rubare, di tutte le cose, delle zucche al mercato e viene arrestata. Il preside Outlaw deve venire nel suo giorno libero per far rilasciare Sierra e le ragazze dalla prigione. Ancora nel suo abbigliamento carcerario, Sierra viene scortata nella stanza delle punizioni per una lunga e dura sculacciata sulle ginocchia. Mano, paletta e righello vengono usati sul suo fondoschiena presto nudo. Poi viene agganciata analmente e frustata con la canna. Per assicurarsi che abbia imparato una lezione adeguata, viene frustata con la cinghia.

Sierra sembra proprio non riuscire a imparare la lezione. Questa volta si tratta di bere e guidare e poi taccheggio. Le viene data una severa sculacciata con canna, pagaia e cintura. Piange fin dall'inizio e implora qualsiasi altra cosa. Ma la sua punizione continua e il Preside tira fuori la sacca per clistere e le fa un clistere prima di scoparle il culo con la macchina per scopare. Continua a piangere e a implorare ma non serve a nulla. La punizione continua.

Sierra è stata molto irrispettosa verso il personale della scuola di riforma, in particolare la signora Mocker. Ora è stata mandata dal preside per più disciplina. Niente di meglio per cambiare atteggiamento di una buona caning e una scopata nel culo. Questo farà il trucco.

Sierra has had a very poor attitude over the last few days and a smart mouth. Sadly for her she is in reform school and the staff has ways of dealing with this that involve corporal punishment. The Principal takes her over his knee and spanks her with his hand and a paddle. Before he is done she is crying like a naughty girl and swears that she has learned her lesson

Sierra sa che i telefoni cellulari e le sigarette sono oggetti proibiti nella scuola di riforma, ma viene comunque scoperta con loro. Dato che è la sua terza infrazione in altrettanti giorni, il Preside sente di doverle dare una lezione. Prima con la cinghia, poi una buona caning. Per essere sicuro che il punto sia ben chiaro, usa la macchina per scopare per scoparla nel culo. Seguono lacrime di rimpianto e Sierra promette di essere una brava ragazza d'ora in poi.

Sierra è la più colpevole delle due. Anche se per litigare bisogna essere in due, lei (secondo tutti i rapporti) ha iniziato la lite insultando Diamond. Viene prima sculacciata sulle ginocchia, poi costretta a piegarsi su un tavolo e sculacciata con la cintura del preside e poi con una cattiva cinghia a paletta che la fa piangere.