Leonardo DiCaprio, Actor

Since the age of 17, Leonardo DiCaprio has been making women and young girls swoon with his boyish good looks. He got an initial break in the sitcom “Growing Pains,” but made his real name in films like “Titanic,” “The Beach,” “The Aviator” and “Gangs of New York.”

This photo is taken from the film “Titanic,” which was made before he developed facial hair. Hence why, when converted into a woman, Leo just looks like a long-haired version of himself. If anything, his female version actually makes him look like a younger version of himself. His last film appearance was 2021’s “Don’t Look Up.”