You, Me and Dupree
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Featuring: Owen Wilson, Kate Hudson, Matt Dillon, Michael Douglas, See full list
Description: Carl (Matt Dillon) and Molly Peterson (Kate Hudson) are a happy newlywed couple, excited to embark on a lifelong journey together. Randy Dupree (Owen Wilson) is Carl’s childhood friend, who has suddenly found himself unemployed and homeless. Always loyal and good-natured, Carl invites Randy to stay in his new home until the unlucky chap can get back on his feet. Although Carl is pleased with his guest at first, Randy’s immature and irresponsible behavior soon becomes evident. Molly in particular is having difficulty adjusting to Randy’s obnoxious antics. While Carl becomes engulfed in his professional life, Randy uses all his spare time impressing the neighbors with his carefree attitude and atypical wisdom. As days pass, Molly grows accustomed to his company and even introduces him to her father (Michael Douglas). While everyone else is infatuated with Randy’s magnetic personality, Carl actually wants his once great friend to disappear.