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.
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Judy Greer
Becky Freeley (7 episodes)

Chris Parnell
Bruce Terry (7 episodes)

Kristoffer Polaha
Tim O'Malley (7 episodes)

Earl Billings
Phil Huffy (7 episodes)

Brooke Burns
Lisa Germain (7 episodes)

Tim Bagley
Peter (2 episodes)

Scotch Ellis Loring
Mr. Shoemaker (2 episodes)

Daniella Monet
Meredith (1 episode)

Gina DeVivo
Lauren (1 episode)
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