Unless otherwise specified, all sizes in this post are listed in women’s. 1. Polished Lucky leather ankle boots because the best shoes are the ones that are comfortable but don't look comfortable.

Promising review: " These are the most comfortable booties I have ever worn. The footbed is divine. I would seriously like to thank the genius that designed them.

I can walk all day in them in the city and my feet feel great. I have both black and toffee leather — very soft leather, which I like. I did take another reviewer's advice and treated them with beeswax sealer before wearing.

So, they are holding up pretty well considering how much daily wear and abuse they've had." — M.Jerge Get it from Amazon for $44.

95+ (available in sizes 5–13, medium and wide widths, and in a wide range of styles) – not all styles available in all sizes 2. Refined leather d'Orsays that put a cool twist on your standard loafers with side cutouts that are perfect for transitional fall weather. This style runs big.

Reviewers suggest sizing down at least a half size, if not a full size. Promising review: "I do a lot of walking at work so I need something cute but comfortable, and the Emma d’Orsay Oxford has been my go to shoe for awhile. This is my fourth pair (I have multiple colors).

They’re super comfortable, and the leather is high quality so it stretches in the right ways to fit my wide foot. I also love that Nisolo puts so much effort into sustainability." — Amber T.

Get them from Nis.