Pink Pants: Colors and Outfits That Balance the Brightness

I was folding laundry on a Tuesday night, the boring kind of Tuesday where you’re watching something you’ve already seen just for the noise of it, and I had a…

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Leather Skirt Styling: Tops, Jackets, Shoes and Tights

I own seven leather skirts. Seven. I counted them last week while doing a closet audit that was supposed to be about donating things, and instead turned into a moment…

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Brown Blazer: Under Layers and Pants That Work

I own four brown blazers. Four. I counted them on a Tuesday in October while looking for a fifth thing to wear to a client lunch, found none of the…

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What Color Shoes Go With Black Jeans?

I was standing in my front hallway at 7:42 on a Tuesday, one shoe on, one shoe in my hand, an Uber already four minutes away and closing, and I…

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Gray Blazer: Colors, Pants and Shirts That Work With It

Renata leaned over my cubicle wall on a Tuesday, looked at me for a solid three seconds, and said, “You look like you’re about to fire someone.” I was wearing…

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Black Jeans for Guys: What to Wear With Them

My boyfriend Theo walked into the kitchen at 6:40 on a Thursday, already late, wearing black jeans, a heather gray tee two sizes too big, and the white sneakers he’s…

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Best Shirt Colors for a Light Gray Suit

I own eleven dress shirts that exist for exactly one reason. A light gray suit I bought three years ago from a shop in Wicker Park that has since closed,…

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