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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Black Linen Pants: Tops and Shoes for Summer

I own five pairs of black linen pants. Five. I counted them Sunday morning while doing the thing where you pull everything out of a drawer to find one specific…

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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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Gray Pants and Jeans for Women: Styling Ideas

I bought a pair of gray dress pants in 2011 specifically because the saleswoman told me gray was “the new black,” and I nodded like this was groundbreaking information rather…

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Black Jeans for Men: Tops and Layers That Work

My husband owns six pairs of black jeans. I know this because I counted them last Sunday while doing laundry, laid them out on the bed like some kind of…

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Black Denim Jacket: Jeans, Pants and Shirts That Work

My sister called me on a Tuesday, which she never does, just to tell me she’d seen a photo of me in my black denim jacket standing next to my…

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Which Tie Goes With a Black Shirt?

I’ve been told, more than once, that a black shirt is a “put it with anything, it doesn’t matter” garment, the fashion equivalent of a blank wall. My brother in…

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What Color Pants Go With a Black Shirt?

I bought a pair of black pants specifically to wear with a black shirt for a job interview, and I want you to understand that I thought this was a…

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Black Chinos: Shirts, Shoes and Everyday Outfits

I was doing my Sunday inventory, the thing where I lay everything from Monday’s meetings across the bed and try to figure out if I actually need to do laundry…

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Shirt Colors for Gray Pants: Business and Casual

Gray pants have a reputation for being the safe choice, the pants you grab when you don’t want to think, the beige of pants but slightly less committed to being…

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