Leighton Meester

Red Carpet Debut: Holes Premiere, April 2003

Here's a little gossip for you: before she was raven-haired Blair Waldorf, Leighton was a blonde! (We totally dig her more as a brunette, BTW.) And you know you don't love this get-up that Leighton's wearing! We're not sure what Gossip Girl herself would say about it, but we can only imagine that it wouldn't be pretty.

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