Best Bet: Zara Plum Ankle Strap Heels

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Now that kitten heels have made a comeback, Zara's ankle strap pumps are an inexpensive way to wear two key trends for fall: chic shoes that are comfortable enough to walk in and rich plum tones. When worn with a slim pencil skirt or a classic sheath, it's a polished way to look work-appropriate, even if you're navigating the commute to and from office. For a casual evening out, simply pair with cuffed jeans and dance the night away pain-free.

Zara Plum Ankle Strap Heels, $49.90