If you work in a bank, a satin dress (Vince, $290) won't pass muster even if it's played down with a chunky knit cardigan (K.A.7 by Katayone Adeli, $310). But in a less formal office, it's fun. Notice how the longer sleeves are chicly pulled out under the shorter ones, and the way the swashbuckling boots (Nine West, $189) give the outfit a daytime vibe. (If you're going out later, lose the cardigan and switch to opaque hose and pumps.)
Here they come, striding into fall: O took hundreds of boots for a test-walk, and these are the top dogs--from over-the-knee to ankle-high, neon to neutral, glamorous to ruggedly chic.