Little black pump

Black Pump
Just like the little black dress, Adam says every woman needs a little black pump. "The 2-inch kitten heel is the easiest thing to wear," he says.

Bally Adala Pump; Zappos.com
Comfortable flat

Comfortable Flat
When you want to kick off your heels but still look stylish, a comfortable flat is essential. Look for a pair with cushioning that will take you from work to the weekend.

Elie Tahari Janine Driver in red; Zappos.com
Evening shoe

Evening Shoe
"For people who go out more often, you need a showstopping, gorgeous shoe," Adam says. Look for a classic shape in gold or a neutral color, dressed up with sequins or satin.

Kate Spade Carly in gold; Zappos.com
Sleek comfort sneaker

Sleek Comfort Sneaker
Adam says every woman needs a cute, sleek sneaker—not to be confused with the kind you wear to the gym. "Your gym sneakers should stay in the gym," he says. A dressier sneaker in a fun color is your go-to shoe. "It's like the comfort food of shoes," Adam says. "The comfort sneaker."

Cole Haan Air Rianna Lace in orange; Zappos.com
Tall boot

Tall Boot
Whether it's a flat riding boot or a sleek, heeled version, Adam says a tall boot is the perfect solution when temperatures start to drop. "A tall boot you can wear with a dress, you can wear it to the office, out at night or on weekends," he says.

Elie Tahari Audrey Boot; Zappos.com
All-weather boot

All-Weather Boots
An all-weather boot that keeps your feet dry from the showers in the spring and the slush in the winter is crucial. Adam loves the iconic Hunter Boots, which can be layered with Hunter Fleece Socks to keep feet toasty in the winter.

Boot: Hunter Wellie Original, Zappos.com; Hunter Fleece Sock, Zappos.com

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Published 11/02/2009