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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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 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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Best Shoe Colors for a Light Gray Suit

I own four light gray suits and exactly eleven pairs of dress shoes that could theoretically go with them, and I counted last week because a friend asked me what…

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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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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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Velvet Blazer Styling: Black and Colored Options

My roommate walked into the kitchen, looked at me for a full three seconds, and said, “okay, who died.” I was wearing a black velvet blazer over jeans and a…

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Blue Suit Shoes: What to Wear on Your Feet

Okay so I counted last week because I was packing for a wedding and had to physically go through my shoe rack, and the number of pairs I own specifically…

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Womens Blazer: What to Wear With It and Underneath

I counted my blazers this morning, actually got up and counted, because a client asked me last week how many I owned and I genuinely didn’t know. Eleven. Eleven blazers…

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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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