If you're like us, and basically only get to wear dress shoes on nights out, you need a pair that will look classy when paired with a nice suit, but will also look stylish when worn with a good pair of jeans and a blazer. The "Sleek Steaks" by Kenneth Cole ($160) fit the bill rather nicely. A silver buckle adds a little bit of flair to the slender toe, and the padded footbed helps you keep "happy feet" over long days of wear.