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Jacqueline Bisset Ellen Rob Lowe Skip Andrew McCarthy Jonathan Cliff Robertson Mr. Burroughs Stuart Margolin Balaban John Cusack Roscoe Alan Ruck Roger Rodney Pearson Allen Remak Ramsay Kennedy Virginia Madsen Lisa Deborah Thalberg Susan Fern Persons Headmistress DeBroul Casey Siemaszko Doug Aaron Douglas Barry Anna Maria Horsford Maggie Hal Frank Schneider Dick Cusack Chaplain Baker William Visteen Dr. Kreiger James D. O'Reilly Mr. Bernhardt Caitlin Hart Chemistry Teacher Virginia Morris Mrs. Delowie Stewart Figa Coach Paula Clarendon Sloane Gita Tanner Bette Joan Cusack Julia John Kapelos Bellman George Womack Liquor Store Proprietor Christopher Brake Hockey Player Dan Moriarty Hockey Player Maria Ricossa Table Friend Candace Collins Buxom Girl Marty Britton Buxom Girl Bruce Norris Student Kevin Swerdlow Student Wayne Kneeland Student J. Todd Shaughnessy Guard Student Carole Arterbery Waitress #1 Nancy Serlin Waitress #2 Bruno Alexander Bartender Molly Landgraf Plain Girl Mike Bacarella Man (Beer Can) Edna Garza Cute Girl Albert Stevens Hot Dog Man Lance Kinsey Dog Trainer / Bar Patron Gary Houston Salesman Lolita Davidovich 1st Girl (Motel) Sue Snyder 2nd Girl (Motel) Meg Thalken Bar Patron Dean Hill Bar Patron