The Heartbreaker Collection

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The Size Guide

Every CITY boot is built on a feminine fit and designed with comfort and style in mind, but every foot is different. Visit a CITY store to try them on, or use this guide to order with confidence.

GENERAL RECOMMENDATIONS

CITY Boots run true to a US women's dress shoe size.  If you're between sizes, order the smaller size.

Think firm handshake, not tight squeeze: snug through the instep, with about an inch of heel slip when you first try them on. This tightness is the cornerstone that allows our no break-in period boots. The leather softens to your foot, not the other way around.  

FOOT WIDTH

Narrow

Half size down

Average

Order usual size

Wide

Half size up

HIGH INSTEP OR ARCH

High instep

Half size up

High arch

Half size up

HOW A BOOT SHOULD FEEL

Slight heel lift

Correct fit

Excess heel lift

Half size down

Cramped toes

Half size up

CALF FIT

This is a fit option, not a different size. ‘Relaxed Fit’ gives you more room through the calf. Everything else about the boot stays the same. 

How to measure: standing with both feet flat, wrap a soft tape around the fullest part of your calf. Measure both legs. It's completely normal for one to run a little larger than the other.

ORIGINAL	13.75-15 inch circumference
RELAXED	15-16.25 inch circumference

BOOT STRETCHING & CUSTOMIZATION

Custom calf stretching: Stretching is available on most CITY Boots. Using professional leather-stretching techniques, we safely stretch your boots to your exact calf specifications for a more comfortable fit.

Croc-embossed styles: Due to the leather construction, these styles cannot be stretched. We recommend double-checking your calf measurement before ordering.

STILL NOT SURE?

Our team fits women in these boots every day, including which styles run generous and which colorways are worth the wait.

CHAT WITH A CITY EXPERT

Easy exchanges. Take them home, try them on with the outfit you'll actually wear them with. If the fit's not right, we'll make it right.