Nicole Richie

You were once the chubby, funny friend who had a major metamorphosis into front and center cool girl. You lost the weight but didn't lose the humor, thank God because that's the reason we loved you so much to begin with. That's not to say you had this transition overnight, you hit a lot of bumps in the road on the way. You were definitely reckless and self sabotaging there for a while, but we were pulling for you and were confident you would come out on the other end. You're no longer making headlines daily, but that's kind of a good thing. Your style is now tasteful and chic, but your sense of humor is still tasteless and tongue-in-cheek. We did not see the fashion maven thing coming, by the way, considering you literally just wore ill fitting crop tops and looked like you rarely showered. The wild child usually grows to be either a washed up sadsack or a rigid carbon copy of a Talbot's catalog model, but you're one of the few exceptions to the rule. 

[Photo via @popculturediedin2009]

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