Leonardo DiCaprio [1] is one of our generation's most prolific actors, so it's a little crazy to think of him as a homeless teenager on the family comedy Growing Pains. But alas, DiCaprio did play Luke Brower on the show in 1991, before starring in What's Eating Gilbert Grape? and The Basketball Diaries, making us swoon in Romeo & Juliet and Titanic [2], and gaining A-list status with The Aviator, The Departed, and The Wolf of Wall Street. Check out this touching clip from the last episode of Growing Pains that he appeared in.