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The Few Times It’s Okay to Wear Hiking Boots with a Suit

  • Najib Benouar

"Listen Up Philip" Premiere - 2014 Sundance Film Festival

Take a close look at this snap just in from the Listen Up Philip premiere at Sundance.

You’ll notice that Jason Schwartzman is wearing hiking boots with his otherwise normal-looking suit and tie instead of a pair of hard bottoms. It’s an advanced move that we’ve seen pop up a few times over the years—and like most sartorial affectations, it looks better on the Internet. But we do see a few rare situations in which a stylish gentleman might find it appropriate to wear his hiking boots with a suit. And yes, premiering at Sundance is one of them.

We’ve compiled an exhaustive list of the rest of the situations, after the jump.»