Jessica Spencer (McAdams) is convinced she has the perfect life. She's the hottest, most popular girl in high school, captain of the cheerleading squad and dating the dreamy quarterback. But she gets a big dose of reality when she wakes up one morning in the body of a 30-year-old man (Schneider)! She quickly discovers that trading on your looks isn't so easy when you're a girl who constantly needs a shave. And until she can figure out how to change herself back, Jessica must find a way to win the Cheer Competition, go to the prom, and win her boyfriend back -- all as a guy.