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October 23, 2026 Blog

Whatever Happened to Men Wearing Hats?

My buddy Dave texted me last night. No hello, no where you been, just “when did guys stop wearing hats”. Not fedoras, hats. No specific style or brand, just hats.…

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Can Women Actually Pull Off a Mens Cowboy Hat?
October 23, 2026 Blog

Can Women Actually Pull Off a Mens Cowboy Hat?

My first “real” cowboy hat love started life crushed crown down in a milk crate at a garage sale outside Greensburg. Buried under a pile of schlocky looking fishing hats…

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Why I Only Buy Mens Sneakers Now
October 22, 2026 Blog

Why I Only Buy Mens Sneakers Now

I was in Foot Locker on 34th Street looking at two boxes that were identical except for one having the word “women’s” printed on the side, and the man at…

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What Watches Are Actually Worth Buying Right Now
October 22, 2026 Blog

What Watches Are Actually Worth Buying Right Now

My friend Marcus sent me a text last month. It was a photo of a watch he was about to purchase. Some basic field watch with a canvas strap. Price…

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Why Are Some Mens Shorts Still So Long?
October 22, 2026 Blog

Why Are Some Mens Shorts Still So Long?

One of my assistant coaches texted me a photo from the mall last week. Shorts laying flat on a store shelf, then two question marks. Are these the good kind…

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Why I Only Wear Mens Socks Now
October 22, 2026 Blog

Why I Only Wear Mens Socks Now

Someone searched “can women wear men’s socks” enough times for it to trend as its own tiny existential puff of search bar confetti and the first time I saw that,,…

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Are Cruyff Trainers Actually Worth the Hype?
October 22, 2026 Blog

Are Cruyff Trainers Actually Worth the Hype?

I bought the Cruyff Vanenburgs after seeing someone wearing them with rolled up chinos at a Logan Square coffee shop and deciding, right there while waiting in line for a…

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Why Are Mens Socks So Tight?
October 21, 2026 Blog

Why Are Mens Socks So Tight?

My friend sent me this text around lunchtime last week, no greeting, no explanation, just: “why are men’s socks so tight? Like, actually tight. Is this a support hose situation?…

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Are Denim Shorts Worth Wearing as a Man?
October 21, 2026 Blog

Are Denim Shorts Worth Wearing as a Man?

For years my go-to bite about denim shorts was that they were costumes, not outfits. I told this particular guy hanging at a Fourth of July cookout in 2019 that…

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Can a Woman Actually Pull Off Mens Cowboy Boots?
October 21, 2026 Blog

Can a Woman Actually Pull Off Mens Cowboy Boots?

Okay so my roommate walked into the kitchen wearing my Justin ropers last week. Like the actual brown ones. Not ropers she bought that are similar. Mine. And started making…

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