Daily Archives: September 3, 2014

You Pick Wednesday: Cute and Comfortable Shoes

Shopping · You Pick Wednesday

Last week Maggie asked me via Twitter for help finding cute and comfortable shoes. In her words, ballet flats aren’t supportive enough and “good” shoes tend to be ugly.

Well, I suppose that if what you remember are the Aerosoles, Clarks and Naturalizer shoes your grandmother wore then, yes, comfortable shoes are ugly.

But, believe me when I say that shoe brands are starting to get the message. In fact, I bet you can’t guess what brands the shoes below are!

Cute and comfortable shoes


Clockwise from top left: Aerosoles wedges | Aerosoles flats | Clarks flats | Naturalizer flats | Naturalizer wedges | Anne Klein wedges | Sofft flats

I’m personally in love with those leopard print smoking loafers from Clarks. Seriously in love. They also come in other colors but if Zappos wanted to send me a pair (or if a spare $100 fell out of the sky) these are the ones I’d pick.

Overall, I went for shoes that fit my two main criteria for not looking like a frumpy grandmother:

  1. No square toes. Stick with almond, round or even pointed.
  2. No block heels. Unless it’s a wedge, make sure the heel is no more than 1/4 of an inch.

I’ve also heard good things about the Cole Haan Air series but those are pricey. Definitely try on a pair in the store and then look for them online for sure.

Personally, the brand I wear the most is Bandolino but that’s because they fit my wide forefoot and narrow heel the best. Still, I sit at a desk all day so other than the walk to and from the train I don’t necessarily put a lot of mileage on them. Now, though, I have a slightly longer commute so I might be looking for my own pair of cute, comfortable shoes soon!

Do you have any suggestions? Which pair do you like?

To see past You Pick Wednesday Posts, click here.