Of a Kind
From afar, this Eugenia Kim headband looks all pretty-sophisticated—like it could hang at a wedding with tablescapes. And then you realize those are crocodiles. —erica
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Weather Vain: Jackson, Wyoming - 28 and Snowy

It’s a good day to make your way up East Ridge Lift. Here, the sort of getup that does well with après-ski cocoa/cocktails. —erica
Clockwise from top left:
+ A Chinti and Parker flannel shirt as cozy as the breakfast at The Bunnery.
+ Winifred Grace’s Pegasus cuff—useful for spotting constellations in the night sky.
+ A Hache shearling coat that plays well with the warm woods at Snake River Grill.
+ The sort of Rag & Bone denim vest that feels classically Western—and cool no matter where you are.
+ A Eugenia Kim turband—’cause it’s COLD.
+ Sperry guys that will feel luxurious when you yank off your snow boots.
+ Etoile Isabel Marant cords as fun (and French?) as a day on Rendezvous Mountain.
+ A Tila March bag that’s as carefully crafted as some Brown Derby booziness from The Rose.
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In Character: Jessa Johansson



Marnie can work a body-con dress, Hannah really embraces a romper, and Shosh sweats a fascinator, but it’s Jessa who really goes hard at the personal-style thing—she nails that whole bougie, don’t-give-a-rat’s-ASS vibe she’s trying so hard to put out there. —erica

A By Ti Mo kimono that makes it clear that she’s thisclose to collapsing into a bed (hers, someone else’s, whatever).

A Eugenia Kim hat that makes owning a hairbrush optional.

The sort of Shashi creation that says, “I’ll be your crack spirit guide.” You know, if a necklace could say such a thing.
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In Character: Susan Walker



Remember when Mara Wilson was the precocious child star of the moment? Of the Haley Joel Osment/Dakota Fanning ilk? Well, during her reign, she made some real holiday-movie magic alongside Elizabeth Perkins and Dylan McDermott. Here’s how she sold her incredulous kid, Miracle on 34th Street role. —erica

A Eugenia Kim beret, the preferred headwear of all big-for-their-britches six year olds.

Just because she doesn’t believe in Santa doesn’t mean she can’t down with Christmas cheer, in the form of some Boy. by Band of Outsiders plaid.

A Carven coat with a big Peter Pan collar—dressy enough for a day in court for Kris Kringle’s trial.
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In Character: Jessie Spano

Though we admired Lisa for her fashion-forwardness and Kelly for her cardboard-cutout-worthy hotness, the Baysider we related to the most was Jessie, with her sometimes-aggressive ambition, good grades, and ability to put a teenage boy in his place. Here’s how she packaged it all. —erica

A shockingly large Eugenia Kim bow headband that, along with her hair, conveys that she does nothing quietly.

A slouchy Haute Hippie sweatshirt that acts as a constant reminder as to why she kicked the caffeine pills.

An embellished, collared shirt from Equipment that alludes to her post-Columbia, power-player future.
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In Character: Pollyanna Whittier

Nobody wants to be a Pollyanna. But to be the Pollyanna? Well, that might be a different story. Girl was as sweet as they come—but not in a quiet way. And that boldness carried through to her wardrobe, which is full of things oversize: bows, collars, hats. Behold, a look that would (eventually) win over all of the local townspeople. —erica

A Eugenia Kim straw hat that keeps her from getting any sunnier than she already is.

An Edith & Ella dress that frames those legs she’s so grateful to have (you know, whether she can use them or not!).

A ginormous Johnny Loves Rosie hair bow that perks up even Aunt Polly.
There is so much more “In Character” to be had! Get it here.
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In Character: Madeline


These days, when you think of French style, Emmanuelle Alt and Carine Roitfield probably come to mind. But way back when, Madeline was the It girl, and she managed to stand out in a school uniform, without the aid of Isabel Marant jackets or Lanvin heels. —erica

A Eugenia Kim straw hat with a wide black ribbon that frames that shock of red hair.

A little navy dress with a Peter Pan collar from the ASOS house line—its sweetness makes you think that the wearer couldn’t possibly start any trouble.

Black Marais USA Mary Janes, for slipping out of Miss Clavel’s sight without making a sound.