Be it rain, sleet, or snow, don't let the weather stop you from keeping your plans on time or your style on point. P.F. Flyers are the classic American shoe brand, and they're going waterproof. Based on the design used from the 1930s to the 50s (with a few upgrades), this is a sturdy option with a premium cushion insert and a waterproof suede heel overlay to make sure you're always staying true to your aesthetic. The hi top boot combines a leather heel loop, a wool lining, and an elevated rubber sole to create the last rain boot you'll ever need.