The Road (Way) Less Traveled: a Conversation with the Collective Quarterly

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Consider it the B side to the American dream—instead of the white picket fence and the well-manicured lawn, there are those whose fantasy involves sweeping expanses of wild terrain, no neighbors in sight and a general willingness to do things the hard way.

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Style Recipes: Jeans + Boots, 3 Ways

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For those of you looking at the new shapes of denim—wider legs, frayed edges and cropped hems—and wondering which boots to wear with ’em, we’ve got you. Or rather, our stylist Pippa does. Here, she breaks down the wardrobe recipes you need now. Get a leg up. A step in the right direction. Let’s get kicking. (You get the idea.)

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5 Tips for Taking The Perfect Shoe Shot (For a Chance to Win a $2,000 Shopping Spree)

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Snapping a “perfectly laid-back, styled but not too” shoe shot does take a little bit of work, but it’s never been more worth it. Post yours for a chance to win a $2,000 Madewell shopping spree plus everything you need for a perfect day of strolling: two pairs of Madewell boots (your choice), Grado headphones, one year of Spotify Premium, a Mizu water bottle and snacks from Baked.* Now, to make sure you nail those photos, we gathered up five tried-and-true tips. Let’s get snapping.

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Ground Level: Three Boot Styling Tricks

We follow very few rules when getting dressed. In fact, we’d say it’s more fun to do away with guidelines altogether. Right now, we’re all about mixing something a little laid-back with something more polished. (And since the point is not to match, it could be called an anti-rule.) We asked our stylists for advice on finding that sweet spot with our newest fall boots.

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Ground Level: Three Shoe Styling Tricks

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When it comes to personal style, we’re of the belief that there’s no such thing as a bad choice—but there are small tweaks that somehow just look and feel right. With a whole new crop of fall footwear to play with, we asked our stylists to create a few pairings that flatter and give every outfit that extra je ne sais quoi.

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Tried & true testimonials: The Biker Boot

by Emily Hsieh (S.F.)

After three years and countless miles, my beloved Madewell Biker Boots are still the pair I reach for over and over again. The leather is soft and supple and strikes the perfect balance between patina and polish. The soles are still somehow good as new despite how much I’ve worn them—in fact, these might actually be the most comfortable shoes I own. I’ll be wearing ’em all summer (yes, boots in the summer!)—they’re just so perfect for anchoring floaty silk dresses with a little bit of toughness.