$40
These quilted faux-suede flats come from an online styling service: free membership, no pressure to buy, and every accessory is guaranteed to be gorgeous.
ShoeDazzle.com
ShoeDazzle.com
$89
The archetypal style, from a brand that knows loafers, gets smart in punchy red patent leather.
G.H. Bass & Co.; BassShoes.com
G.H. Bass & Co.; BassShoes.com
$99
A chunky heel on a leather moccasin elevates your weekend style—try it with jeans or khakis.
LLBeanSignature.com
LLBeanSignature.com
$130
Soft bronze leather and a moderate heel give a comfort shoe the look of a serious pump.
Isolá; Macys.com
Isolá; Macys.com
$150
Trompe l'oeil detail turns a straitlaced driving shoe into something cheeky.
Daniblack, Dolly Duz, Boca Raton, FL; 561-368-7288
Daniblack, Dolly Duz, Boca Raton, FL; 561-368-7288
$170
Major-league platforms in tricolored leather have a '70s vibe that plays well with wide-leg trousers.
Topshop.com
Topshop.com
$188
Perfectly weathered oxfords in rich burgundy leather look like you've owned them forever—and feel that way, too.
TheFryeCompany.com
TheFryeCompany.com
$198
A sleek, straightforward version in olive patent leather goes with all of fall's neutrals.
ColeHaan.com
ColeHaan.com
$285
This beloved brand known for rain boots has created waterproof loafers so pretty you'll be wearing them on sunny days.
Aquatalia by Marvin K.; Aquatalia.com
Aquatalia by Marvin K.; Aquatalia.com
$385
Think back-to-school with sexy, stacked heel suede platforms.
Stuart Weitzman; 617-266-8699
Stuart Weitzman; 617-266-8699
$735
Feminine peep-toe stilettos are just the thing to pair with a suit.
Manolo Blahnik, by special order; 212-582-3007
Manolo Blahnik, by special order; 212-582-3007
$740
Versatile color. Slender platform. Substantial heel. In other words, you'll wear these forever.
Laurence Dacade, Greg Mills, NYC; 212-391-0050
Laurence Dacade, Greg Mills, NYC; 212-391-0050
$850
Don't obscure these under a pair of pants—the metal penny slot and electric color are showstoppers.
Prada.com for stores
More O style:
Prada.com for stores
More O style:
From the September 2010 issue of O, The Oprah Magazine
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