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Having navigated the awkward and sometimes traumatic world of high school, Rebecca Freely returns to her alma mater as a guidance counselor, free of the insecurities and orthodontia of her school days. Amidst student behavioral problems and the persistent romantic advances of the male nurse, Gary, Rebecca is certain of one thing - she is interested in the hot auto-shop-turned-Spanish-teacher, Tim. However, much as in high school days of unexpected teenage angst, Lisa, a former cheerleader and nemesis of Rebecca's, returns as the new English teacher determined to make Rebecca relive her unpopular past, setting sights on Tim as well.
Now that Becky has finally put all her high school insecurities behind, she returns to her alma mater as a guidance counselor. However, she soon finds that her high school nemesis, Lisa, is a teacher in the school as well. Soon, Becky finds herself competing with Lisa for the eye of Tim the attractive Spanish teacher, among other things.
A new substitute Spanish sub (Ashton Kutcher) causes a stir when he threatens Tim's position as Spanish teacher.
When Becky finds herself at the bottom of the list of most attractive teachers at a student's gossip blog, she fakes disinterest but secretly tries to move up the rankings.
Becky wants to be a rebel to be able to be among the cool ones, Lisa and Tim.
Becky's anger leads to the death of a teacher while planning an anniversary party.
A shortsighted Bruce assigns Becky, who is the least creative faculty member on campus, to direct the school's high school musical.
Unaware that they are interested in the same man, Becky gives Lisa dating advice and Lisa uses it snag a date with Tim. In the meantime, Vice Principal Bruce fills in as principal when Huffy gets sick and the power goes to his head. He gives a six month detention to a rebellious student, Shawna.
