With a Houndstooth Dress
Converse's just-reissued Fast Break high-tops hit it big in 1983, but their clean lines and signature stars are timeless. Pair them with another classic, like a houndstooth minidress, especially if said dress happens to have a pull-ring zipper in a perfectly coordinating shade of red.
Fast Break 83 by Converse in White/Red, $96, colette.fr.
Two-Tone Printed Pinafore Dress, $60, mango.com.
Ribbed Top, $39, stories.com.
Uni Jacket 1, $40, hm.com.
With Layered Tanks
Warm-weather layering is a thing. Try a breezy crop top, like this vented Zara style, under a sleeveless collared shirt, worn wide open (Gypsy Sport makes some excellent zip-up versions). Throw on some sneakers and high-waisted denim shorts, and you have a uniform for spring adventures.
Fast Break 83 by Converse in White/Purple, $91, colette.fr.
Top with Rings and Side Vents, $30, zara.com.
Sleeveless Zip-Up Shirt, $220, gypsysportny.com.
Moto High-Waisted Mom Shorts, $58, topshop.com.