94 minutes
8/14/1987
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.
Patrick Dempsey
as Ronald Miller
Amanda Peterson
as Cindy Mancini
Courtney Gains
as Kenneth Wurman
Tina Caspary
as Barbara
Seth Green
as Chuckie Miller
Sharon Farrell
as Mrs. Mancini
Dennis Dugan
as David Miller
Darcy DeMoss
as Patty
Devin DeVasquez
as Iris
Eric Bruskotter
as Big John
Gerardo Mejía
as Ricky
Cort McCown
as Quint
Cloyce Morrow
as Judy Miller
Steve Franken
as Moda Clerk
Ami Dolenz
as Fran
Max Perlich
as Lester
David Schermerhorn
as Albert
Phillip Simms
as Rock
Tudor Sherrard
as Brent
George Gray
as Bobby Hilton
Jimmie Lee Mitchell
as Mr. Webbly
Jan O'Dell
as Mrs. Hagmer
James Gooden
as Mr. Wurman
Erin O'Flaherty
as Jr. Wurman
Ty Gray
as Duane
Will Hannah
as Camera Salesman
Todd Walsh
as Stocky Jones
Wayne Chandler
as African Host
Meredith Wagelie
as Freshman #1
Jennifer Nelson
as Freshman #2
Corissa Miller
as Transfer Girl
Lisa Christine Christiansen
as Bambi La Brock
Paula Abdul
as Dancer (uncredited)
Brandi Brandt
as (uncredited)
Anastasia Coon
as Dancer (uncredited)
David Kinn
as Extra (uncredited)
The Lowpriest
as Tucson High Student (uncredited)
Christopher Maleki
as Frat Guy (uncredited)
Shawn Tierney
as High School Student (uncredited)