In Character: Rachel Green

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Admit it: A lot of your nineties outfit inspo comes from teenagers, fictional or otherwise (see: Rayanne Graff, Drew Barrymore, Cher Horowitz, Fiona Apple). But if you’re looking for someone who really nails the I’m-trying-to-be-an-adult-ok? thing, Rachel Green’s your girl—especially during season one of Friends, which premiered 20 years ago this week (WHAT). —erica

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A 3.1 Phillip Lim sweater, for snuggling Ross and/or Marcel.

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One last dress—from Rag & Bone—charged to her dad’s credit card.

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A Band of Outsiders button-down that can cappuccino spills from waitressing at Central Perk.

There’s a whole lot more where this came from!

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In Character: Johnny “Drama” Chase

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What made Entourage so good? Ari Gold’s rants, Turtle’s girl issues, Mandy Moore’s Mandy Moore-ness, and Drama’s, well…everything about Drama, including his sense of style. We break it down below. —erica

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The sort of Notte shirt that can do +1 at a Cannes premiere.

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Aviators from Illesteva—to hide behind in the presence of Viking Quest super-fans.

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A form-fitting Olebar Brown shirt—hopefully it serves as a reminder to Vinnie to eat right.

More o’ this! Right over here!

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In Character: Gina from Empire Records

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When you were in high school, you probably knew girls like Gina. She was trouble—but the fun kind. She loved attention. She was witty (“Well, ‘Sinead O’Rebellion.’ Shock me, shock me, shock me with that deviant behavior.”). She was a big ol’ pile of sass. And her whole 1995 look? So not shocking: It feels very right now. —erica

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Little silk shorts from Equipment—because Rex Manning Day.

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Rachel Comey clogs ready to take the stage for a "Save the Empire" performance.

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An orange Unison apron—worn on its own, duh.

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In Character: Valerie Cherish

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I definitely waited too long to watch The Comeback. What was I doing, exactly? And if you don’t yet know Valerie Cherish, washed-up sitcom star with expensive hair, a new catchphrase, and lots of hope, then I don’t know what you’ve been up to, either. —erica

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A Stella McCartney for Adidas jacket that becomes an Aunt Sassy trademark.

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A low-cut Issa dress that is ready to hit the upfronts.

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A Journelle robe—ideal for recording personal video diary entries after a long day on-set.

Click here for sooo much more “In Character.”

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In Character: Raylan Givens

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If you’re never seen Justified, you probably don’t truly understand the appeal of Timothy Olyphant. But give this show three episodes, and, well, you’ll be right there with me—100% chance. —erica

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A Gitman Vintage shirt that often ends up in a crumpled pile on his motel-room floor.

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A black tie from Kris Van Assche to show those Crowders that he’s serious about this U.S. Marshal business.

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A signature cowboy hat by Goorin Bros. that is worth getting into a bar brawl over.

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In Character: Nina Sergeevna

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Question 1: Are you guys watching The Americans? Question 2: If not, why? Nina Sergeevna—an employee at the Soviet embassy played by the sultry-as-what Annet Mahendru—is one of those supporting characters that sucks you right in. And her wardrobe’s pretty baller, too. —erica

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A Band of Outsiders shirtdress down to woo an FBI agent.

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A serious, shrunken blazer from The Row that belies that underwear collection of hers.

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Ursa Major earrings that take a strange turn—just like her story (BOOM).

If you’re looking for an “In Character” fix, here’s your chance.

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In Character: Kimmy Gibbler

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She was like the female version of Steve Urkel, this one. Yes, Kimmy managed to annoy the whole Tanner clan—even infant Michelle, I’m willing to wager—but her style was somehow not half as out-there as she was. The essentials below. —erica

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Girl never met a mock neck she didn’t like—and this take from Christopher Kane is pretty top-notch.

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A Marc by Marc Jacobs scrunchie—because it was the late eighties/early nineties, guys.

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A boxy Suno blazer worn to prove to Jesse just how grown-up she was.

More of this! A lot more!

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In Character: Princess Peach

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Her mood swings give her special abilities, she forgives Bowser for being such a G.D. jerk, and she can play baseball, basketball, tennis, and golf with the best of them—as far as princesses go, Mario’s main squeeze is a pretty cool chick. Here, how to cop her look. —erica

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Dannijo earrings that can handle some Mario Kart off-roading. 

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A Jenni Kayne dress that kills in Mushroom Kingdom or anywhere, really.

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A necklace from House of Harlow that looks like it could maybe, possibly be traded in for an extra life.

It’s “In Character” madness over here.

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In Character: Selina Meyer

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No offense, pantsuits, but Selina Meyer wants nothing to do with you—as far as she’s concerned, you’ve got about as much appeal as Jonah Ryan. Here’s how she makes her #2 look #1. —erica

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A L’Agence shirt that gives any outbursts a feminine flair.

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A gold cuff from Winifred Grace to keep her company on the book tour.

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A slick red Jonathan Saunders dress—one of Gary’s very favorites. 

More of this! Get into it.

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In Character: Van Wilder

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Ok, no, this is not a GOOD movie—and not just because Tara Reid is the most serious thing going here. But if you’re looking for a rainy-day excuse to spend a few hours with your couch and Ryan Reynolds? Well, it’s as good as anything going. Also: College-boy dressing in 2002—something to behold. —erica

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A Zanerobe shirt that eventually gets him lei’d.

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An Alexander McQueen chain wallet that makes the frat brothers of DIK especially nervous.

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A Saturdays hat, worn backwards to convince Taj to go for Naomi (“That’s ‘I moan’ backwards.”). 

More, more, more “In Character!”

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