6 Pairs of Sneakers To Wear With Dresses That Will Keep You Comfy and Looking Pulled Together

Long before the pandemic took away my will to wear anything remotely uncomfortable, my foolproof first date outfit was sneakers with a dress. In the words of 2018 Allie, "I think making awkward small talk while being strapped into painful shoes is actually one of Dante's circles of hell." I stand by this statement even more now, given that most of our interactions with other people are going to be first-date-awkward for a while. (Anyone else completely forgotten how to socialize?) Really, there's no better outfit to wear to re-enter society after a year of shocial distancing than the classic sneakers with a dress combo. It looks stylish, but allows one to both wear comfy shoes and not wear pants. *Chef's kiss*

Shop for sneakers to wear with dresses

Aether Dalton Low-Top Sneaker — $295.00

Aether is a go-to for sleek, stylish pieces that look at home in the city, but are functional for outdoor adventuring. These sneakers are their first sneakers for women, and they come in both black and white. Thoughtful detailing is a staple for the brand, and what stands out about these is that the insole is made with the same shock absorbent, impact protective material that their motorcycle gear is made from.

Hoka All Gender Clifton — $150.00

Found: the perfect chunky-but-not-too-chunky white sneakers. They’re a little clompy, which gives a nice contrast to ultra-flirty dresses. And because they’re made by Hoka, they are incredibly comfortable.

Aquatalia Flyn — $207.00

These are perfect for days when you want to wear sandals with your dress, but you don’t want to subject others to your chipped, grown-out pedicure. You still get the summer vibes of a sandal thanks to the espadrille sole. This style comes in both cappuccino and black.


Cariuma Catiba Pro — $89.00

These shoes were designed for skating, but even if you aren’t one of the Z-Boys you can still benefit from the memory foam insole and sticky grip outsole. The simple design and seven neutral color combos make these very wear-with-anything-able. Every purchase of Cariuma shoes plants two trees.

M.M.LaFleur x Koio Capri Low-Top Sneakers — $268.00

Part of a collaboration between M.M.LaFleur and Koio, these handmade-in-Italy sneakers are at once dressy and chill. They’re simply begging to be paired with that dress in your closet you love but can’t figure out how to style. The sneakers come in three monochromatic colors: azalea, white, and gray.

Adidas x Wales Bonner Nizza Lo Sneaker — $120.00

In her second collab with Adidas, designer Grace Wales Bonner was inspired by Jamaica in the ’80s. She updated the sneaker brand’s classic Nizza Lo style with vibrant multicolor leather stripes and contrast stitching in the style of Jamaican handcraft techniques.

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