How I Dress Now: Justin Theroux
On boots, jeans and the merits of winter from the waist down
When I was a teenager, jeans and boots were a style choice that somehow made sense, but nowadays, like toenails or knuckle hair, they seem like some masculine evolutionary remnant that I could probably stand to lose. Sure, they're useful in winter, but they become harder to justify at a pool party on the Fourth. I'll frequently point to the fact that it's safer to wear jeans when I take my motorcycle for a spin, but what's my excuse the rest of the time?
ON ESQUIRE: An Oral History Of Men's Fashion
Maybe it's my long-standing aversion to almost anything loose fitting. “Breezy” clothing, for lack of a better word, just seems so untethered, whereas jeans and boots have a grounding effect. I've always had a kind of cheek-scratching awe (and, if I'm being honest, limited admiration) for guys who can amble easily down the streets of SoHo in a pair of loose linen drawstring pants and a pair of Havaianas.
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