Grandma's Boy (2006)
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When his roommate spends the rent money on hookers, Alex, a 35 year old video game tester has to find a new place to live. After an "encounter" with his friend's mom, Alex is forced to move in with his grandmother. Trying to save face with his younger co-workers, Alex says that "a really cute chick said I could sleep with her and her two crazy girlfriends" (meaning his grandmother and her two roommates).