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1 of 16
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2005 Wearing Valentino couture at the 2005 Globes, “The one-shoulder is such a timeless silhouette,” says Streets. “I think her hair was a poor choice — a bit unkempt — but the ruched one-shoulder gown with cascading tiers of ruffles was a great choice — fit for a goddess!” Getty Images

2 of 16
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2010 “Plunging necklines were a big trend on last year’s carpet,” says Streets of this silk bias-cut gown by Kaufman Franco, which clung in all the right places. “Halle’s flawless figure was the perfect subject to pull this off. There is something really feminine but very carefree about the plunging neckline, which she does so effortlessly.” Getty Images

3 of 16
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2003 “She may have started off a bit demure,” says Streets of this blue Reem Acra sheath. “But she’s evolved into an icon who [is] not afraid to flaunt her figure. Overall, Halle’s beauty is timeless, her figure is flawless and her style evolution has been versatile.” WireImage

4 of 16
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2007 “Her look has definitely softened over the years,” says Clinton Kelly. “Maybe being a mother has done that. She has found her red-carpet style, and it’s very regal, dramatic and elegant. She takes a very glamorous approach to the Globes — it’s as though she’s setting herself up as Hollywood royalty now, instead of the Hollywood wild child.” One thing that’s remained constant? Wearing a man on her arm. Getty Images

5 of 16
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2002 “Her look has definitely softened over the years,” says Clinton Kelly. “Maybe being a mother has done that. She has found her red-carpet style, and it’s very regal, dramatic and elegant. She takes a very glamorous approach to the Globes — it’s as though she’s setting herself up as Hollywood royalty now, instead of the Hollywood wild child.” One thing that’s remained constant? Wearing a man on her arm. WireImage

6 of 16
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1999 “Her look has definitely softened over the years,” says Clinton Kelly. “Maybe being a mother has done that. She has found her red-carpet style, and it’s very regal, dramatic and elegant. She takes a very glamorous approach to the Globes — it’s as though she’s setting herself up as Hollywood royalty now, instead of the Hollywood wild child.” One thing that’s remained constant? Wearing a man on her arm. WireImage

7 of 16
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“Depp’s fashion sense has proven to be a little wacky through the years,” says Crystal Streets. “Odd-colored or baggy suits and wingtip shoes are his faves. So this look isn’t surprising — this fashion rebel never follows the rules. I guess that’s what makes him such a brilliant actor. His fashion evolution does speak consistently: consistently wacky, and the wingtip shoes always make an appearance.” Getty Images

8 of 16
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2010 “I think she’s still trying to find her ‘style voice,’ ” says Kelly of Fey’s red-carpet picks, which have been all over the map. “I think she’s got it down pat for everyday life — I’ve seen her on the streets here in New York, and she knows what her look is there: It’s the smart, funny girl. But smart and funny doesn’t always work on the red carpet. It’s hard to translate ‘smart and funny’ without looking quirky. She’s not really comfortable with the fact that she’s a beautiful woman just yet — but she should be.” Getty Images

9 of 16
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2009 “I think she’s still trying to find her ‘style voice,’ ” says Kelly of Fey’s red-carpet picks, which have been all over the map. “I think she’s got it down pat for everyday life — I’ve seen her on the streets here in New York, and she knows what her look is there: It’s the smart, funny girl. But smart and funny doesn’t always work on the red carpet. It’s hard to translate ‘smart and funny’ without looking quirky. She’s not really comfortable with the fact that she’s a beautiful woman just yet — but she should be.” Getty Images

10 of 16
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2010 Let’s face it: “This guy looks good, no matter what,” says Kelly. “I like the beard — he looks young and virile, and it’s a fun way to change . . . from the ‘Mad Men’ look. A man doesn’t have to be cleanshaven on the red carpet to be elegant.” Getty Images

11 of 16
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2009 Let’s face it: “This guy looks good, no matter what,” says Kelly. “I like the beard — he looks young and virile, and it’s a fun way to change . . . from the ‘Mad Men’ look. A man doesn’t have to be cleanshaven on the red carpet to be elegant.” Getty Images

12 of 16
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2007 “What I like about her style is that she always looks elegant without looking as though she spent a month preparing,” says Kelly. “It always seems that she and Warren Beatty just decided at the last minute to go to that Golden Globes thing! In a good way. Understated, simple taste . . . it works for her. She’s not trying to compete with the 20-year-olds on the red carpet. She’s not getting caught up in the fashion hype.” Getty Images

13 of 16
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2000 “What I like about her style is that she always looks elegant without looking as though she spent a month preparing,” says Kelly. “It always seems that she and Warren Beatty just decided at the last minute to go to that Golden Globes thing! In a good way. Understated, simple taste . . . it works for her. She’s not trying to compete with the 20-year-olds on the red carpet. She’s not getting caught up in the fashion hype.” AFP/Getty Images

14 of 16
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2010 At last year’s awards, “Nicole played it way too safe in this matronly peachy Nina Ricci gown,” says Streets. “Her auburn hair is the most exciting part of this look!” Clinton Kelly disagrees, however: “It’s real, old-Hollywood glamour. A starlet from the ’40s would have worn that.” AFP/Getty Images

15 of 16
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2005 “It’s a great color, perfect silhouette and just enough spice with the accented peacock feather,” says Streets of the navy silk Gucci Kidman donned for the 2005 awards. “She owned this look.” Getty Images

16 of 16
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2004 The flapper-girl ensemble that Kidman tried out at the 2004 Globes was “a big fashion risk for her, and not the traditional Globes dress,” says Streets of the sequined frock designed by Tom Ford for Yves Saint Laurent. “Yet she pulled it off and scored both bad and good reviews — what usually happens when you take risks.” Getty Images

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