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…
White Dress: Shoes and Tights That Work
I wore a white dress to my cousin’s engagement party three years ago and paired it with sheer black tights I’d had folded in a drawer since a funeral the…
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…
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…
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…
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…
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…
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…
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…
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,…