Gray Suit and Shoes: Brown, Black or Something Bolder

I was standing in the hallway with one shoe on and one shoe in my hand, running eleven minutes later than I should have been for a meeting I didn’t…

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Blue Chinos: Shoes, Blazers, Jackets and Shirts That Suit Them

I own four pairs of blue chinos in three different shades, and if I’m honest about it, they get worn something like three times a week on average, more in…

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Navy Chinos: Blazers, Jackets, Shirts and Shoes

I own six pairs of navy chinos right now. Six. I counted them properly, laid out on the bed like some sort of inventory audit, because I had a genuine…

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Womens Loafers: Socks, Pants and Jeans That Suit Them

Someone in my office, a woman two desks over who wears exclusively black and grey and has never once complimented my clothes, called loafers “the sensible aunt of shoes.” I…

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Wide Leg Pants in Winter: Shoes and Boots That Work

I counted my wide leg pants back in October, which is a very specific and slightly alarming thing to do on a Tuesday night, and the number was eleven. Eleven…

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Mens Chelsea Boots: Jeans and Pants That Suit Them

I own six pairs of men’s chelsea boots. Not men’s boots that I wear, actual men’s chelsea boots, size eleven, that live in my apartment because I am apparently the…

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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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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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