Breakfast At Tiffany's (1961)

New York City it girl Holly Golightly (played by Audrey Hepburn) laughs and parties her way through Manhattan as she searches for a suitable (aka filthy rich) man to marry. Along the way, she meets a not-rich but gorgeous neighbor man who is a writer named Paul, played by George Peppard, who it turns out is "sponsored" by the cougarific Patricia Neal. BREAKFAST AT TIFFANY'S won Oscars for Best Original Score and Best Original Song for “Moon River,” was directed by Blake Edwards, and was based on Truman Capote’s best-selling novella. In our review, James and Lara get into how, if you don't look closely, you might miss some of the darker themes of the film. SHOULD the classic song have gone, "Two prostitutes...off to see the world???" But New York City and everyone that lives there all look so GOOD. Wanda Soileau, a vintage clothing expert and owner of Playclothes in Burbank, is our Audience of One and breaks down Audrey's timeless Givenchy looks. After listening to this, you might be ready to hop the closest bus to Manhattan, drape some pearls over your LBD, and reinvent yourself while peering over your dark sunglasses and calling everyone "darling."