What: Naturalizer Radcliff Boots, $100
Why: Last winter I followed a very well-dressed young lady into Naturalizer purely out of curiosity. I had always assumed this store was for working women who cared more about a comfortable commute than fashion-forward shoes. I was dying to see why this little trendster was making a point to browse their shoe selection. And to my surprise, there was a stylish array of boots on display, including booties, snow boots and mid-calf styles. I picked a pair of retro-inspired slouchy boots that reminded me of Ali MacGraw. This winter, I returned to find these motorcycle boots that work perfectly with leggings. And of course, Naturalizer hasn't sacrificed on comfort – which is what they do best. The store is still full of the old school clientele – but now they have to make room for pushy fashionistas.
There's a sale going on right now too – get up to 70% off boots, shoes, and handbags.
Get Yours: naturalizer.com