'Breakfast At Tiffany's' (1961)
Based on the novella of the same name by Truman Capote, this 1961 drama follows a young and unforgettably fabulous Audrey Hepburn as a NYC socialite who meets an aspiring writer when he moves into her building. And, well, it's all history from there. Though it's flawed, Breakfast At Tiffany's will never not be a classic.