I Wore Loafers Both Ways For A Week To See Which One Wins

My downstairs neighbor Deb saw me twice in one week wearing the exact same navy penny loafers, and both times she said the same thing: “Those look great.” Monday, bare…

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Socks With Loafers Is Apparently A Rule Now, Nobody Sent Me The Memo

My brother Sam sent me a photo last week of some guy’s ankles at a wedding, bare, loafers, tan line already forming from the day, captioned “this is apparently wrong…

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Nobody Told Me Light In The Loafers Was A Slur Until Someone Pointed It Out

I said it in a work meeting. Casual, no weight behind it, describing a guy from another department who’d picked out the good caterer for a launch event. “Oh, he’s…

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A Blazer That Doesnt Cover Your Bum Is Apparently A Whole Category Of Wrong

A client texted me a photo from a dressing room last month, blazer on, one hand on her hip, the other holding her phone at that angle we all use…

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Denim Jackets Were A Whole 80s Uniform I Somehow Missed

My sister had just dropped three photos into the family group chat, dug out of a box in our mother’s garage, one from my cousin’s wedding, one from a backyard…

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The 90s Denim Jacket Reputation Followed Me Into A Charity Shop Rail

My roommate Dana treats every stiff, boxy denim jacket on a charity shop rail like she’s found a relic, holds it up like it’s a museum piece, says “this is…

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Buttoning Both Buttons On A Blazer Is The One Rule Everyone Quietly Ignores

I bought a blazer off a resale app three months ago, gray, structured, the kind of thing that photographs like it costs more than it did, and the first thing…

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Brown Loafers Get Called A Universal Match, I Wanted To Test That Properly

I bought my first pair of brown loafers eleven years ago because a guy at the shoe counter told me they’d go with anything, and I believed him the way…

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Whether Anyone Still Reaches For A Denim Jacket Got Debated At My Desk

The phrase that gets thrown around is “do people still wear denim jackets,” and that one word, “still,” is doing so much sneaky work I almost want to flag it…

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How My $25 Target Loafers Keep Getting Mistaken for $800 Designer Shoes

I was crammed into the backseat of my boss’s Uber on our way to a client presentation, doing my best to keep my knees from bumping the ceiling while also…

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