Track Star: Alynda Lee Segarra of Hurray for the Riff Raff

The Vibe: Small Town Heroes, the newest album from the folk band Hurray for the Riff Raff, is filled with a whole lot of feminist rage and resignation from the singer Alynda Lee Segarra. She sounds pained and complex, but her look is a little more straightforward: think fifties housewife with a bone to pick.

The One-Song Intro: “I Know it’s Wrong (But That’s Alright)”

The Look, Recreated: This sleeveless denim shirt from Cheap Monday, this retro dress by Rachel Antonoff, and this floral pencil skirt by Derek Lam. maitri mehta

It’s music madness if you click this way.

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Of a Kind

Why wear a best-friend necklace when you can wear a best-friend collar, c/o Rachel Antonoff? —erica

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In Character: Roberta Martin

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The second best thing about Now and Then—after the soundtrack—is the fashion. And while there’s a lot to love about Teeny’s pudding-boob-enhancing tops and Chrissy’s pink everything, the one who cares the least about clothes does it best. See how Roberta—played by Christina Ricci, she of the perfect forehead—plays it. —erica

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The sort of Rachel Antonoff shirt that makes that Wormer boy (Devon Sawa!) see her as the girl she is.

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Kut from the Kloth jean shorts conducive to a serious game of softball—or a brawl.

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The sort of Suno slip-ons that say, “I live on a cul-de-sac where there are block parties.”

Get way more “In Character” over here.

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In Character: Suzy Bishop

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It’s pretty much guaranteed that any character Wes Anderson unleashes on the world will quickly start working the costume circuit. And while his young luvas in Moonrise Kingdom are classic cases, there’s something so endearing about the way his go-to affectations play out with tweens (are we still using that word?). Here, how to embrace your inner Suzy. —erica

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The sort of Victoria Beckham dress that meshes well with winged liner and French music.

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A pair of Sunday school shoesRachel Antonoff x Bass in this case.

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Some damn cute Steven Alan underwear for swimming/modeling/dancing.

You wouldn’t believe all the “In Character” we have over here…

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In Character: Mae Mordabito

With all of the winning components of A League of Their Own—the play at home, every scene with Jon Lovitz, “There’s no crying in baseball,” the brat in the sailor suit—Madonna still managed to stand out as “All the Way” Mae Mordabito. She was tough and feminine, badass and lovable, and she knew how to work a Rockford Peaches uniform. Here, the rest of her look. —erica

A Mark McNairy baseball cap (suede!), worn on the back of the head so it’s more a fashion statement than a sun shield.

Saddle shoes—designed by Rachel Antonoff for Bass—that can handle baggage- and equipment-lugging for away games.

A Tucker dress that keeps the line of swing dance partners long.

So much more “In Character!” Get it here.

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In Character: Veruca Salt

There were a lot of detestable things about Veruca "I want it NOW!" Salt, but her style was not one of them. Granted, the little rich girl got anything she wanted, so she should have had a look that gave even Mr. Wonka’s a run for his money/everlasting gobstoppers. —erica

A prim Rachel Antonoff dress the color of cherries and rage.

A faux fur from One Teaspoon that’s just holding her over until Daddy buys her a real mink one, like, tomorrow.

Among the beads on this Vanessa Mooney necklace: golden eggs.

Check out past “In Character” posts right over here.

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Of a Kind

Of the amazing Rachel Antonoff x Bass shoes—all of which would go well with a serious round of "Mary Mack"—these plaid-topped ones are my faves. —erica

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Anyone who can get away with wearing these Rachel Antonoff shorts should. Presumably they’re lined with rainbows and moonbeams. —erica

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Rachel Antonoff's spring presentation: The perfect setting for a game of light as a feather, stiff as a board. (We'd call it a game, right?)

(via Stylegroove)

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