The Prep-a-torial
Our insider guide to Fall prep style.

Fall Prep
Women's Men's

The Globetrotter

Top-siders. Stripes. Baguettes. A recipe for a day well spent. Just add some sunflowers for your
S.O. and a locally-sourced (read: oddly-shaped) vegetable. Bonus points if you can smoothly
work your Paris vacation into conversation.

The Globetrotter
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The Globetrotter
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The Top-Sider

Cool from coast to coast. You + this shoe = always on the move.

Shop The A/O >
Shop Globetrotter Styles

The Weekend Warrior

The Gold Cup loafer has plans to go from the conference room to the Cape. On the packing list?
Pocket square (natch). Blazer (also natch). And a flask (currently empty, but not for long).

The Weekend Warrior
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The Weekend Warrior
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The Luxe Loafer

Penny (loafer) for your thoughts? This shoe takes sophistication to the next level.

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Exeter Penny Loafer >
Shop The Weekend Warrior Styles

The Homecomer

The Watertown boots get more looks than a kickoff return for a touchdown. Not that you're
leaving the parking lot to catch the game. Get tailgate ready with layers. And layers.
Plus bratwurst and that story about that crazy coxswain who used to shout in German.

The Homecomer
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The Homecomer
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The Waterproof Boot

Rugged yet sleek—wherever they go, compliments follow.

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Waterproof Boot >
Shop Homecomer Styles

The Icon

The A/O. Timeless. Perfection. Just like you—and your vintage everything,
all sourced in your far-flung travels. Ok, fine. The graphic tee is new...
but you washed it 10 times to look perfectly worn.

The Icon
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The Icon
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The Top-Sider

Classic and comfortable. The shoe that shows you're not an amateur.

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Shop Icon Styles

The Ivy Leaguer

The Seaport Penny is already to catch eyes and ears with its heritage-with-a-twist good looks.
Matching blazer helps get the professor's attention. (You can only raise your hand so high.)

The Ivy Leaguer
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The Ivy Leaguer
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The Seaport Penny

Memory-foam footbeds and full-grain leather. Yep, it's the ultimate modern classic.

Shop The Seaport
Penny Loafer >
Shop Ivy Leaguer Styles

The Mover & Shaker

The Maritime Boot is taking its talents to the city. And so are you. With camera, too,
because the world needs the next Slim Aarons. #goals. (Side note: Whoever said
stripes don't photograph well has never worn these.)

The Mover & Shaker
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The Mover & Shaker
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The Maritime Boot

Stylish, secure, ready for adventure. This boot checks every. last. box.

Shop the
Maritime Boot >
Shop Mover & Shaker Styles

The Globetrotter

Shop All The Globetrotter

The Weekend Warrior

Shop All The Weekend Warrior

The Icon

Shop All The Icon