Slim Jeans: Shoes and Outfit Ideas

I bought my first pair of slim jeans at a Gap outlet in 2016 for thirty four dollars, wore them exactly twice, and then let them sit in my closet…

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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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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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Black Suit: Which Shirt Colors Work?

My sister looked at me over her reading glasses when I walked into her kitchen last month wearing a black suit with a shirt the color of a swimming pool…

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Slim Fit Jeans: Shoes That Suit

I bought a pair of pointy white leather sneakers off a resale app at eleven fifteen on a Tuesday night, absolutely convinced they were the missing piece to every pair…

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Black Jeans for Women: What to Wear With Them

Okay so I need to tell you about the black jeans I wore to my own cousin’s engagement dinner, because I think about this outfit at least once a week…

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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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Tight Jeans and Shoes: What Works

I own fourteen pairs of tight jeans right now, I counted them on a Tuesday night out of pure procrastination, and I wear exactly four of them on any kind…

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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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High Waisted Jeans: Tops That Work

I bought my first pair of high waisted jeans in 2019 and paired them with a regular length t-shirt tucked in the way regular tucking works, which is to say…

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