What Shoes Should You Wear to the City?

Wondering what shoes to wear to the city? You are not alone!

I recently had a reader email that her roommate would be heading to New York City in February. They wanted to know what shoes to buy, as she could buy only one pair. I recommended ankle boots.

Ankle boots are chic. They exude style. They work with many outfits. Depending on the occasion, ankle boots can be both casual or elegant. Heel heights vary so there is one for everyone!

Ankle boots look best when worn with:

• long skirts
• short dresses or mini skirts for a totally urban vibe (like pictured above)
• skinny jeans
• leggings (or tights)

Do note that the length of your pants or leggings need to be long so that there isn’t a gap of leg showing between boot and pant.

While some women can rock really hip outfits and get away with the following, most of us should avoid wearing ankle boots with the following:

• Cropped Pants
• Cropped Tights
• Mid-Length Skirts with Bare Legs
• Pencil Skirts
• Shorts
• Capris

If you opt for open-toed ankle boots, wear footless tights or none at all. In the winter, your best bet is a close-toed boot.

Get the full list of where to buy the boots on my Polyvore page.

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