There have been a couple instances this summer where I’ve discussed the challenges with wearing sneakers with a dress. It’s a look I really love on other people, but not something I feel comfortable pulling off myself.

There is a certain type of dress that always works well with a sneaker, and other styles can sometimes work or sometimes feel too disconnected to me.

One of my favorite dress styles to wear with a sneaker is a midi or maxi dress that is casual and effortless.

See Amy Jackson of Fashion Jackson wearing it below.

https://fashionjackson.com/summer-white-midi-dress/

An example of a way that I, personally, don’t like styling a dress and sneakers is in the photo at the top of this article.
So, while I still feel like I’m figuring out the right balance of a dress with sneakers, the good news is cooler weather is coming soon and I love a sneaker with a pair of denim!

Does anyone need 4 pairs of similar sneakers" Of course not, but I have to put my foot in them and wear them a bit before I can recommend them to you in good conscience, so let’s get into it.

If you’re looking for an ultra classic, no fuss, no frills pair of sneakers, these white leather ones from Everlane are it. They fit true to size, are a low profile, and go with *anything*!

If you dress a bit more preppy + feminine, the gold hardware and light taupe color of these keds may be right up your alley.

If ...