What goes with what
You own it. Now wear it.
Every page here takes one piece you probably own and gives you three outfits at different formality levels, plus the reason each one works. The reasoning matters more than the outfits, because it is what lets you apply the same logic to the next thing you buy.
What do you wear with cowboy boots?
How to style cowboy boots with things you already own: three reliable formulas, the proportion rules that decide whether they work, and the mistake that reads as costume.
Read the answer →What do you wear with wide-leg jeans?
How to style wide-leg jeans so they look intentional rather than oversized: the proportion rules, the shoe and hem problem, and three formulas from clothes you already own.
Read the answer →What do you wear with a pleated midi skirt?
Three formulas for the pleated midi skirt, the proportion rule that makes it work, and how to take it from weekend to office without buying anything.
Read the answer →How do you style a maxi dress?
How to make a maxi dress look styled rather than thrown on: the layers that change it completely, three formulas from clothes you own, and the hem and shoe problem.
Read the answer →What do you wear with a leather jacket?
How to style a leather jacket beyond jeans and a tee: the contrast principle, the fit rules that matter most, and three formulas from clothes you already own.
Read the answer →How do you style a white button-down shirt?
The white button-down spans six rungs of formality. How to wear it casually, at the office and in the evening, plus the tuck, cuff and collar details that do all the work.
Read the answer →How do you wear a blazer casually without looking like you're going to work?
How to stop a blazer reading as office wear: the one casual element rule, which blazers can do it and which cannot, and three formulas from clothes you already own.
Read the answer →What do you wear with knee-high boots?
How to style knee-high boots without them taking over the outfit: the hemline rule, the tights question, and three formulas from clothes you already own.
Read the answer →How do you wear a slip dress during the day?
How to make a slip dress work in daylight and in cold weather: the layers that change its register, three formulas from clothes you own, and the fabric problem to check.
Read the answer →How do you style a trench coat?
How to wear a trench coat so it looks like an outfit rather than a raincoat: the belt question, the length rule, and three formulas from clothes you already own.
Read the answer →
Or just ask her
Every answer on this site is general. Style by Cher answers the same questions against the clothes actually hanging in your closet, which is the version that gets you out of the door. Free on the App Store for iPhone.
