Christian Louboutin, $1,590
Very Studio 54: They’re so high, you feel like a stilt-walker, although the wood is light. Casual tennis laces look odd paired with chic lizard skin (941 Madison Ave., nr. 74th St.; 212-396-1884).
Allesandro Dell’Acqua, $1,000
Wear an elegant pair of culottes to show off the rhinestone details on this suede pair. Not made for long evenings—the front straps dig into your feet (818 Madison Ave., nr. 68th St.; 212-253-6861).
Gucci, $595
One of the hottest shoes of the season, but the wide, slippery satin tie is extra long and hard to keep in place. You’ll need to double knot, which looks silly (685 Fifth Ave., nr. 54th St.; 212-826-2600).
Cesare Paciotti, $450
Comfy enough for weekend walking, and gold braiding adds glamour. Exposed heel may need tailored pants or hems might get stuck (833 Madison Ave., nr. 69th St.; 212-452-1222).
Moschino Cheap & Chic, $385
Fun but not tacky. The T-strap makes this shoe sophisticated, yet the orange-trimmed raffia with bow detail keeps it cheeky. (At the Shoe Box, 1349 Third Ave., at 77th St.; 212-535-9615.)
Delman, $295
So cozy, they almost feel like a bed for your feet—they’re even more comfortable than Aerosoles. Suede straps will stay tied and don’t cut into your feet. (At Bergdorf Goodman.)
Coach, $200
They look superb on a tan leg and are very comfortable to walk in. If you’re planning to wear jeans, beware: The dye from your pants will rub onto the suede. (At Coach stores; coach.com.)
Aldo, $89.99
Aldo has made tremendous design strides over the past few years: These inexpensive, comfortable wedges (in two colors) are a cute budget option. (At Aldo stores; aldoshoes.com.)
Aerosoles, $65
Flexibility and a rubber bottom make them famously comfy, and metallic color lends style. But moisturized feet slide down, so the thong cuts between toes. (At Aerosoles stores; aerosoles.com.)