So, I know this isn't a very recent pic of Leighton Meester's style, but I find it so iconic and high fashion. I love how Leighton's style is insanely risky and daring, yet she works it off every time. Compared to her prim and proper Upper East Side Blair Waldorf classic prep girl look, the actress' look is reckless in an endearing, classy way. It seems like she's able to pull off any type of look. She's done high fashion couture, but also pulls off the laid back city girl act. Her fearless style is something everyone should look up to.