Up until a few months ago I paid very little attention to my wardrobe other than its basic functionality. My clothes fit. My outfits matched, even if they weren’t the most flattering. Since I decided that I wanted to look a little bit more put together and polished, finding this community, and participating in the 30x30 challenge, I have identified a few wardrobe holes.

The biggest one for me, and the one I want to focus on first, is shoes. I have only three pairs of shoes suitable for office wear in winter. I have one pair of black heels, one pair of black flats, and one pair of black ankle boots. And I don’t like the flats, they are noisy and a bit too big. So I have been wearing the same two pairs of shoes all winter long.

I need more options, but I’m not sure what to look for. Left to my own devices I would end up with another pair of black heels. Should I be looking for color? If so, what color? Dressier ankle boots that I can wear with skirts and dresses? All of the above?

The pictures below are three pairs that I liked when browsing DSW. The finds are the shoes I currently have.

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