So many of you have written me asking for a post on flats, and I have been avoiding it for the longest time because I personally can not bear to wear a shoe that doesn’t make me at least a little taller (hence, my love of clogs, and their unbeatable combination of height without pain). But I understand the desire for a comfortable, walkable shoe, so I decided to stop procrastinating on this one and just get down to it. I like the contrast of the crepe sole with the shiny leather on this Want les Essentiels pair.
You can’t get a whole lot more classic—or natty—than a pair of Church’s wingtop oxfords: they’re not especially cheap, but are well-made and will last forever.
The lines on this pair of stylized loafers are nicely streamlined.
I know many of you guys still love your Doc Martens, and I’ve got a big soft spot for them too, even though it’s been a while since I’ve owned a pair. I like that this one has a black sole.
These loafers from Everlane come in a few colors, but I like the idea of going for a pair in navy.
I think penny loafers can be quite chic if you pair them with a slightly edgy outfit.
These street shoes, also from Everlane, are technically sneakers, but I think they’re sophisticated enough to wear bopping around town.
These will obviously be better once the weather turns warmer, but they’re really cool-looking.
This is a splurgy option—it’s Mansur Gavriel—but that pink is pretty irresistible.
I love the D’Orsay shape here, and the fact that this one seems very versatile.