Adidas's outdoor Terrex line made this Skychaser, a lightweight, low-profile sneaker that you can be certain we'd wear with a hoodie and our favorite pair of wider-leg pants on a rainy day.

High-contrast ... but these shoes can be just as sharp as a pair of stilettos. Unlike sunny espadrilles, pump-like close-toed wedges are all vampy vibes. Wear them with a midi skirt and tank ...