Weather Vain: Varmouth, Maine - 66 and Partly Cloudy

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You know what’s beautiful this time of year? I’ll bet you can guess. Here’s how to make the most of a fall-ish day in Vacationland. —erica

Clockwise from top left:

+ A Current/Elliott jacket that feels juuuust a little seafaring. 

+ Totally possible to shove this Eayrslee wallet in a pocket—so you don’t get weighed down on a hike.

+ The perfect silk top from Joseph. (Right?!)

+ Oh, this Aesa bracelet definitely wants to head to Gather for dinner—mussels in saffron broth!

+ Atelier Delphine pants—with a stretchy waistband so that you can definitely order two scoops from Maple’s Organics.

+ The perfect Proud Mary shoes for this transitionary weather.

If you want more travel ideas, we got ‘em.

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Of a Kind

Berlin Lounge Pants by Atelier Delphine for Of a Kind

BUY / 40 of a kind / $138

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This is not a jumper. Nah, that’s a top and a pair of pants (c/o Mary Meyer) that look so freaking knock-out together. —erica

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Anyone want to teach me to pull-off a wide-leg trouser? Because these M. Patmos ones are where it’s AT. —erica

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Couple Up: Madonna and Sean Penn

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Oof, were these two trouble. Their nickname was S&M, for chrissake, and during their time married in the mid-eighties, his rap sheet was possibly as long as his list of IMDB credits. I mean, they look like they’re up to no good, right? Course that was also their appeal. —erica

Madonna: A blacker-than-black Wendy Nichol bag, a lace-up shirt c/o The Kooples, and striped shorts from Thakoon Addition. 

Sean Penn: A slim Todd Snyder polo, a leather jacket by Nudie Jeans, and charcoal Rag & Bone pants.

Dip into the “Couple Up” archives.

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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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No, no—drop-crotch chinos are not easy to pull off. But doesn’t NLST make you want to try? —erica

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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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Just chillin’ in some baggy, half-sheer Nomia pants. You know. —erica

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