Couple Up: Lenny Kravitz and Lisa Bonet

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These two never met a pattern they didn’t like. I mean, to get inside their closets…oh, wait: That’s exactly what it’s like to be Zoe Kravitz, that beautiful creature. Damn her. —erica

Lenny Kravitz: A loud Yarnz scarf, a leather jacket from Billy Reid, and striped pants by Neil Barrett.

Lisa Bonet: A colorful Growing Jewelry necklace, a floral patchwork shirt from Markus Lupfer, and Saturdays sunglasses.

For more old favorites, head this way.

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Couple Up: Jared Leto and Cameron Diaz

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Wait, these two were really together for four years? How does that not seem possible to me? Tell me! Someone! So much time—and so many haircuts (some of them matching, even!). —erica

Jared Leto: A Cheap Monday ring, Baldwin camo pants, and a flowy white Apiece Apart shirt.

Cameron Diaz: A big Clare Vivier bag, slim J Brand black pants, and shades from Elizabeth and James.

Whoa, there’s a whole lot more “Couple Up” action to be had.

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In Character: Sloane Peterson

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Epitome of cool girlfriend, this one. And you know what else? She was working a man repeller look long before we even had a name for that—like, a whole 25 years before. Here’s a Sloane get-up appropriate for a day skippin’ school with Ferris and Cameron. —erica 

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Classic-as-they-come Alexander Wang x Linda Farrow sunglasses that look best in a 1961 Ferrari convertible.

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A white leather jacket by Acne that looks just right exploring the Art Institute.

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Long, loose 3.1 Phillip Lim shorts that would fly with Mr. Rooney’s dress-code policy, no prob.

Get more of this action right over here.

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Couple Up: Andre Agassi and Brooke Shields

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Andre and Brooke were a total curveball—ok, that’s the wrong sport, but you know what I mean. People is better at this than I am: When the two divorced in 1999, the mag titled its story “Double Fault.” Ah, there it is. Here, a look back. —erica

Andre Agassi: Silver hoops from Simon Sebbag, a T by Alexander Wang windbreaker, and a sweat-proof Huf hat.

Brooke Shields: Way-classic Super sunglasses, a polished Blk Dnm blazer, and coordinating silver hoops by Alexis Bittar.

More couples who once were!

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Weather Vain: Boulder, Colorado - 87 and Clear

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Why does this time of year make us want to head west? Maybe it’s our lungs itching for some mountain air? Here’s what we’d wanna be wearing today in the Berkeley of the Rockies. —erica

Clockwise from top left:

+ A Collette Ishiyama bracelet that everyone at the shop Weekends would die over. 

+ A Fleabags clutch that’s polished enough for a stay at St. Julien—but also completely down to hit the farmers’ market.

+ This ring, by Satomi Kawakita, that wouldn’t get in the way of any outdoor activities.

+ Sunglasses from Warby Parker—required if you plan on spending any time exploring Pearl Street.

+ Lace-ups from Soludos that keep your toes protected when you hop on a cruiser rented from Boulder Bikesmith.

+ A Lemlem dress ready to score a seat at Oak's chef's counter.

Whoa, there’s a whole lot more “Weather Vain” to be had.

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Couple Up: Anne Heche and Ellen DeGeneres

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Ok, LOOK at these two with their matching sunglasses. Is now the right time to say “I can’t even?” I hope so. —erica

Anne Heche: A wavy A Link necklace, a knit Gentryportofino dress, and a pair of AJ Morgan shades.

Ellen DeGeneres: A black silk shirt from Acne, a super-classic white Rag & Bone blazer, and (coordinating) Elizabeth and James sunglasses.

More cute (former) couples thisaway.

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Weather Vain: Healdsburg, California - 95 and Clear

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It’s getting to be that time of year when it’s hot everywhere. Even lovely, lovely CA wine country. Do you think a bottle of pinot noir would help cool you down? Yah, wishful thinking. —erica

Sunglasses from Raen: also useful for keeping hair off your sweaty, sweaty face.

+ A cotton-and-linen dress from Apiece Apart that allows for some breeze (oof—thankfully).

K. Jacques  sandals, for exploring Fitch Mountain when the temp drops.

+ Earrings chill enough for everyday—but also down for a celebratory dinner at Spoonbar—c/o t.kahres.

+ Ready for wine-tasting at Banshee? This Rennes clutch is.

+ A shark tooth and diamond Dezso bracelet suited to lunch at Shed.

Hey, welcome to the land of “Weather Vain!”

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Couple Up: Jack Nicholson and Anjelica Huston

On-again, off-again for nearly all of the seventies and eighties—so much dramz with these two. And so much good style. Can we get a primetime cable-TV movie about them? Please? —erica

Jack Nicholson: A Rag & Bone knit tie, a cotton-and-linen Billy Reid blazer, and Raen sunglasses.

Anjelica Huston: An easy-breezy Cook & Gates tote, a button-front Shaina Mote dress, and a simple K/LLER necklace.

Get into the “Couple Up” zone over here.

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Couple Up: Cindy Crawford and Richard Gere

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Most photos of Cindy Crawford and Richard Gere involve her wearing a cut-down-to-there dress and him done up in suit. (Oh, and there’s also this Herb Ritts shoot for Vogue in 1992.) Turns out, these two did go places together that didn’t involve a red carpet, though, and when they did, it was kind of hilarious, outfit-wise. —erica

Cindy Crawford: A cross necklace by Alexis Bittar, a floral Minkpink skirt, and the perfect denim jacket from Current/Elliott.

Richard Gere: A loud Huf hat, a sweatshirt (thrown over the shoulders) by Todd Snyder for Champion, and dark-as-they-come Super sunglasses.

Lookin’ for more throwbacks? You’re in luck.

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Weather Vain: Miami, Florida - 79 and Partly Cloudy

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We are, unfortunately, too old for spring break (or is it spraaaang break?). But if we got to escape to FL right now, we’d want to be chilling in Miami on this lovely day. —erica

Clockwise from top left:

+ As crisply chic as, well, everything about The Raleigh Hotel—that’s what this Apiece Apart top is.

+ Thierry Lasry sunglasses, in colors that mesh with all the neon lights.

+ In case an outing to Hyde Beach is in the cards: this Sophie Hulme sucker.

+ The print of this neoprene skirt by Emma Cook? Totally goes with the wallpaper at The Broken Shaker—and that’s a compliment.

Etten Eller earrings with appropriately Deco vibez.

+ Robert Clergerie shoes that match the sand.

+ A happy-making Alison Lou ring, straight from The Webster.

How to dress for this weather?! Lots more ideas coming at you.

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