2. Jimmy Choo Biker Wellington Boots

Price: $425.00 at net-a-porter.com
The black rain boot is a timeless piece of footwear. These particular boots are a Jimmy Choo for Hunter design. These boots have biker-style silver buckle-fastening tabs and a designer stamped top. When the weather is looking worse for wear, slip these on instead of your knee-high boots. Youโ€™d hardly notice that they were wellies.