Meghan Doherty and I sat around this afternoon and created a fun little fantasy grid that consists of who we'd hang out with, where we'd hang out, and what we'd wear in our wildest dreams of each decade starting in the 20s. We'd LOVE to know your who's, what's and where's too!1920s: Zelda Fitzerald, Chanel, Fingerless Driving Gloves ($79), 21.
1930s: Marlene Dietrich, Elsa Schiaparelli, Illesteva "Leonard" Sunglasses ($165), Grand Prix.
1940s: Katharine Hepburn, Women's Army Corp. standard issue, I Married Adventure by Osa Johnson ($30+), The Beverly Hills Hotel.
1950s: Jean Seberg, Lady Levi's, Dave Brubeck's Quartet, Vassar College.
1960s: Françoise Hardy, Yves Saint Laurent, Vans Since 1966, Carnaby Street, London.
1970s: Diane Keaton, Gucci, Gucci Portfolio ($500); Saturday Night Live's Studio 8H.
1980s: Kim Gordon, Ralph Lauren's women's collection, Swatch, The Roxy.
1990s: Sofia Coppola, Marc Jacobs for Perry Ellis, Dr. Martens ($104), The Knitting Factory on Houston St.
2000s: Jenna Lyons, Phoebe Philo for Chloé, Alexander McQueen skull scarf ($285), Brooklyn Flea.