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"Ronald is making an investment in his senior year. He's hiring the prettiest cheerleader in school to be his girlfriend."
Nerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month. As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.
39 Cast Members
Patrick Dempsey
Ronald Miller
Amanda Peterson
Cindy Mancini
Courtney Gains
Kenneth Wurman
Tina Caspary
Barbara
Seth Green
Chuckie Miller
Sharon Farrell
Mrs. Mancini
Dennis Dugan
David Miller
Darcy DeMoss
Patty
Devin DeVasquez
Iris
Eric Bruskotter
Big John
Gerardo Mejía
Ricky
Cort McCown
Quint
Cloyce Morrow
Judy Miller
Steve Franken
Moda Clerk
Ami Dolenz
Fran
Max Perlich
Lester
David Schermerhorn
Albert
Phillip Simms
Rock
Tudor Sherrard
Brent
George Gray
Bobby Hilton
