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The 2017 comedy film that perfectly matches this description is titled "Sex Trip." The movie centers on Eddie Greenleaf, a shallow womanizer and author of pick-up artist books, whose life takes an unexpected turn after a rude encounter. After dismissing an old woman's request for a kiss outside a club, Eddie wakes up the following day to find himself transformed into a woman named Edna.
Directed by Anthony G. Cohen, "Sex Trip" stars Marc Crumpton as Eddie Greenleaf and Jade Ramsey as his female counterpart, Edna. The film explores Eddie's comedic struggles as he navigates the world from a completely new perspective, dealing with everything from wearing a bra and learning makeup to experiencing menstruation and constantly being hit on. His best friend, Steve Burns, played by Louis Mandylor, often accompanies him on his journey to reverse the magical transformation.
Beyond the humorous situations, the core premise of "Sex Trip" delves into themes of empathy and understanding. The film aims to teach Eddie, and by extension the audience, the importance of inner beauty and what it truly means to walk a mile in someone else's shoes. While some critics found the premise familiar, the movie offers an engaging, if at times controversial, look at gender roles and personal transformation through a fantastical lens.
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