Couple Up: Carson Daly and Tara Reid

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Does anything take you back to the year 2000 faster than hearing the names Tara Reid and Carson Daly? Basically as iconic (and now, in retrospect, as hilarious) as Y2K. Here’s what all that looked like. —erica

Carson Daly: A silver Miansai ring or five, an almost-brown Brooklyn Tailors blazer, and a crisp Seize sur Vingt shirt.

Tara Reid: Glittery pumps from B Brian Atwood, suspendered Brunello Cucinelli pants, and a black Iro bandeau.

More couples who are no more here.

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Couple Up: Reese Witherspoon and Ryan Phillippe

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Did you know that Reese and Ryan met at her 21st birthday party? And she said "I think you’re my present?" Yah, true story. Here’s how it looked while it lasted… —erica

Reese Witherspoon: A mesh Breil Milano necklace, a slick little A.L.C. dress, and strappy sandals by B Brian Atwood.

Ryan Phillippe: A lavender Hickey Freeman shirt, slim black pants from Kai-aakmann, and wire-rim Original Penguin glasses.

More than a couple more couples—right here!

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Next Level: Crazy Snakeskin

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What’s even cooler than snakeskin these days? Versions in nutso colors and motifs that look like they’re from Tralfamadore. Four ways to dive right in. —erica

LEVEL I: This damn pretty pop o’ plum, by Leighelena, looks super-classy against black sweaters.

LEVEL II: B Brian Atwood embraces the only good thing about an oil slick: the hue.

LEVEL III: Somehow, snakes and spots don’t look cuckoo in the hands of Loeffler Randall.

LEVEL IV: These Messeca boots: It’s like Rayanne Graff when to Ponyland.

Get your “Next Level” fix over here.

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