Aldo Firolber Heels ($100)
Thanks to the pewter, python-embossed collar, these pumps are all vamp! They will look great with a pretty little camisole, a knee-length pencil skirt, and sheer black hosiery.
Nicholas Kirkwood Black Satin Heels ($1195, 646.559.5239)
These satin heels by Nicholas Kirkwood are begging to be your plus one at a black-tie event. The bow and jewel detail are dramatic, but the clear panels and slingback strap balance the look. My advice: keep it simple and structured on top, and let these be your statement piece.
Tory Burch Printed Pixie Open Toe Pumps ($395)
The 3-D floral detail on these peep-toes are a big conversation starter; plus, they'll work well in warmer and more tropical climates. Pair them with a cropped pantsuit to lend a sophisticated ensemble a playful finish.
Topshop Gem Crystal Covered Bow Courts ($110)
I love the retro '60s feel of these crystal-covered, bow-bedecked heels. I'd play it up with a sweet A-line organza dress.
Stuart Weitzman Stiletto Heels ($498) in Black Satin
The subtle matte satin is so chic and will work with a variety of different fabrics, especially tuxedo trousers or leather pants.--Laurie Trott