100 Girls

In this comedy-drama film, a college student named Matthew is on a mission to find a mystery girl he had a one-night stand with in an elevator during a blackout. He only knows that she lives in an all-girls dormitory and has no idea what she looks like. With the help of his roommate Rod, Matthew disguises himself as a woman and infiltrates the dorm to search for his dream girl among 100 female suspects. Along the way, he encounters various eccentric characters, including Patty, a promiscuous woman with a reputation, and Wendy, a closeted lesbian who becomes his ally. Despite facing rejection and ridicule, Matthew remains determined to find the girl of his dreams, even if it means risking his own dignity and identity. Will he succeed in his quest or learn that true love is more than just physical attraction?

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Some movies that have similar genres and were produced around the same time as 100 Girls include Jerry Maguire, Jersey Girl, Just Like Heaven, Blast from the Past, Lost in Translation, The Sisterhood of the Traveling Pants.