Couple Up: January Jones and Ashton Kutcher

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What are these two most remembered for? The fact that he told her she should probably stick to modeling. Oof. But, they were so young! Just look and their toothy smiles, their fresh faces, and their outfits. —erica

January Jones: A fancy little Ben-Amun bobby pin, a jacquard Kenzo dress, and a thin Demylee cardigan.

Ashton Kutcher: A rumpled Save Khaki oxford, a tweed blazer from Steven Alan, and some Yuvi man jewelry.

More duos past their expiration date over here…

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In Character: Mrs. Euphengenia Doubtfire

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Mrs. Doubtfire is a hilarious and wonderful movie—and not just when you watch it (over and over on VHS) as a 10 year old. Here, how to follow Kim K.’s lead and mimic the namesake character’s look. —erica

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A shirt, by MSGM, that might catch fire when she leans over the stove.

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A Sophie Hulme bag that is decidedly grown-up and dependable—just like this dad in drag.

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Suno's loud floral blazer, worn with a matching dress, that looks even kookier next to Pierce Brosnan in his swim trunks.

It’s “In Character” madness over here!

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Weather Vain: Chicago, Illinois - 44 With a Chance of Rain

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+ An Each x Other trench as white as the tablecloths at Pearl Tavern.

+ Ah, these Dieppa Restrepo loafers! The color of some GT Fish & Oyster king crab legs.

+ The perfect, easy-fitting black silk pants c/o Raquel Allegra.

+ A Carven shirt just crisp and business-y enough for the West Loop.

+ What do you know: a two-finger ring, from K/LLER, that’s actually a breeze to wear.

+ A Jenni Kayne blazer in Cubs colors—cause it’s officially that time of year, guys.

+ Shoulder bags—not great for layers. A backpack like this Jerome Dreyfuss one—a whole lot better.

+ This Orly Genger by Jaclyn Mayer bracelet = just weird enough for the out-there cocktails from Aviary

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Next Level: Fringe

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How to wear fringe without feeling like you’re repurposing a razzle-dazzle-y  Halloween costume? Four ideas—good ones, if you ask me. —erica

LEVEL I: Well! It doesn’t get more ladylike than this Adam Lippes dress.

LEVEL II: Hey, Coachella, these Loeffler Randall sandals are looking for you.

LEVEL III: Tibi makes backless feel a smidge more approachable.

LEVEL IV: This jacket = very Devil Wears Prada-on-an-acid-trip, c/o MSGM.

If you’re looking for more “Next Level,” go ahead and click here.

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Couple Up: Lyle Lovett and Julia Roberts

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Of Julia Roberts’s wedding to Lyle Lovett in 1993, People mag said—in a story titled “Lovett First Sight,” mind you—”It was the biggest thing to happen in Marion. Ind., since the high school basketball team won back-to-back state championships in the mid-’70s.” Well, the marriage only lasted 21 months, but their couple’s style survives. —erica

Lyle Lovett: A gingham tie from Alexander Olch, a Seize Sur Vingt suit that feels right for a long, tall Texan, and Nocona cowboy boots.

Julia Roberts: A double-breasted Societe Anonyme blazer, a pleated mini skirt by Christopher Kane, and black Jeffrey Campbell wedges.

More of this! Here!

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In Character: Diane Lockhart

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Diane Lockhart is kind of the definition of HBIC. She’s savvy, she’s shrewd, and she’s not afraid to do some fur trim or bouclé at the office. Here’s what she wears on The Good Wife to put the state’s attorney—Glenn Childs or Peter Florrick, either—in his place. —erica

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A jacket from L’Agence suited for a day in court with Judge Abernathy.

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The sort of Issa dress that can go from gala to late-night, last-minute client meeting like THAT.

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An Alexis Bittar necklace in gunmetal—for hanging around with that ballistics expert of hers.

For a whole lot more “In Character,” click this way.

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Couple Up: Britney and Justin

Because sometimes a relationship dies but its style lives on.

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The image of Britney and Justin in their denim-on-denim-on-denim-on-denim ensembles is burned into my brain—and it can’t be just me. Let’s pay tribute to the couples costumes outfits they wore to the 2001 American Music Awards, shall we? (Also: How was this only in 2001?!) —erica

Brit: A glitzy Fallon choker, an Acne denim dress with some frayed action, and a Lady Grey chain belt.

JT: An Alain denim blazer, patchwork Kenzo jeans, and A.J. Morgan sunglasses…at night. 

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Of a Kind

Yes, this Ace & Jig jacket looks bomb worn all casual-like, but imagine how good it would look tossed on top of whatever little black dress is lurking in your closet for some easy holiday-party action. —erica

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In Character: Beetlejuice

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If you’re looking for a last-minute Halloween getup, break out those Beetlejuice stripes. (And, if you feel compelled to take this much further, plan a whole brunch around the freelance bio-exorcist’s look). —erica

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A B&W Maje blazer that looks out of place amidst the pastels of the Deetz house.

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A Barker Black tie with a shrunken dagger—to go with his shrunken head?

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A ruffled Bonnie Young tux shirt—great for attempting to wed Lydia.

Well, what do you know: “In Character” is STUFFED with costume ideas. Dive in.

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Of a Kind

Overalls with a cropped blazer? Now there’s a good idea, Lily Ashwell. —erica

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