High and Mighty: Tall Boots
Photo: Ben Goldstein/Studio D; styling: Claire Tedaldi for Halley Resources
Chunky Height
Eye-catching fake reptile skin handily energizes wardrobe basics; the chunky high heel will keep you from teetering.
Stuart Weitzman for Scoop, $675
Stuart Weitzman for Scoop, $675
Weather the Storm
Small heels are safer than stilettos in storms, and with mock croc you needn't worry about getting your boots wet.
Ecco, $210
Ecco, $210
Leather Upgrade
Ladies who scrunch love the braided leather. An elastic top keeps wind and weather out (and the boot from drooping).
Coach, $598
Coach, $598
Eclectic Versatility
Folkloric charm is the appeal of an embroidered suede heel that's equally great with skinny jeans or a ladylike straight skirt.
Bally, $945
Bally, $945
Embellished Hardware
The ease of a streamlined flat heel complements the discreet style of brass hardware (the kind usually found on handbags).
Ann Taylor Loft, $129
Ann Taylor Loft, $129
Italian Luxury (at a Reasonable Price)
A mix of leather and suede plus a rubber sole makes for a slick interpretation of a boot from a fashionable Italian designer.
Naturalizer, $179
Naturalizer, $179
Vibrant, Basic, Comfortable
Shapely stitching, a reasonable heel, and a vibrant crimson transform this basic boot into an everyday pleasure.
Børn, $190
Børn, $190
Perfect for Jeans
Go west with casual low-heeled boots (the suede is a natural with jeans): The longer you wear them, the better they feel.
Rockport, $200.
Rockport, $200.
Revved Up Black
A wild way to rev up black, this giraffe print is a new direction for a Palm Beach–y label.
Lilly Pulitzer, $498
See more styles in O's Ultimate Boot Guide!
Lilly Pulitzer, $498
See more styles in O's Ultimate Boot Guide!
From the November 2008 issue of O, The Oprah Magazine