Why it's working for her: As a struggling artist going after the big gig (the lead in Marilyn, the Musical), this form-fitting dress topped off with an edgy jacket brought the right amount of understated sexy.
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Jess (Zooey Deschanel, New Girl)
Why it's working for her: Everything about Jess is ''precious,'' from the retro hair to the simple quirky dresses. And color, like that of this deep red coat, is a big part of that look.
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Blair Waldorf (Leighton Meester, Gossip Girl)
Why it's working for her: It wouldn't be Blair if the style wasn't a mad grab at Jackie O polish with a contemporary edge.
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Alicia Florrick (Julianna Margulies, The Good Wife)
Why it's working for her: Her courtroom attire, primarily accented by her suit jackets, is always feminine but always means business.
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Laurie (Busy Philipps, Cougar Town)
Why it's working for her: Laurie is all about fun! And patterns! And color! And cool accessories, like that fetching ankle monitor.
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Naomi Clark (AnnaLynne McCord, 90210)
Why it's working for her: This poor little rich girl is all about the glam looks that accentuate those legs.
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Ava (Maya Rudolph, Up All Night)
Why it's working for her: Ava is always outfitted in dresses that befit her daytime talk-show diva status—bold, classy, and expensive looking.
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Dalia Royce (Carly Chaikin, Suburgatory)
Why it's working for her: Yes, the short, expensive, and sort of gaudy clothes just scream ''rich bitch." But it's really that look of disdain and disinterest that completes the image.
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Siobhan Martin/Bridget Kelly (Sarah Michelle Gellar, Ringer)
Why it's working for her: When you're dealing in secrets and lies and posing as your dead sister, you have to be able to pull off every single fashion need. That's something that this twin knows how to do really well.
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Emily Thorne (Emily VanCamp, Revenge)
Why it's working for her: While making everyone believe you're a young heiress, one must look both polished and just fashion forward enough to match your wealthy fiancé while fitting in with the Hamptons crowd. Dresses like this one do the trick.
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Emma Swan (Jennifer Morrison, Once Upon a Time)
Why it's working for her: As a formerly very transient person with few possessions, Emma doesn't have a lot of variation in her clothes, but she does know how to rock a jacket. Her trademark red one has now transitioned to this biker-esque winter coat.
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Lemon Breeland (Jaime King, Hart of Dixie)
Why it works for her: For this complicated Southern belle, it's all about the appearance of control. And pearls. Control and pearls.
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Alex (Elisha Cuthbert, Happy Endings)
Why it's working for her: Boho chic is the name of the game for this dizzy store owner. The prints and colors are simply amahzing on her.