The Cool Girl Way to Wear Bootcut Jeans Doesn't Include Boots At All
We want to wear this Olivia Rodrigo outfit on repeat all summer.
Millennials invented wearing dresses over jeans and now it seems Gen Z has adopted the once cringey look. At least, Olivia Rodrigo has.
While promoting her Daisy Chain Fields festival, Rodrigo posed in front of a lineup poster wearing a lacey dress, bootcut jeans and a pair of black ballet pumps. She accessorized with the Paloma Wool Cayetano bag everyone is wearing. It was the perfect summery look that felt casual but cool.
Olivia Rodrigo's Outfit
On Olivia Rodrigo: Paloma Wool Cayetano Bag ($360), Ray-Ban Original Wayfarer Classic ($153), Repetto Camille Ballet Flats ($470).
It's the kind of outfit formula we could also see ourselves repeating all summer. The jeans give it a casualness whereas the lacey dress makes it feel right for the weather. It's great for days when it isn't too hot or when you want your look to be more than just the dress. It's exactly what we would wear to the Daisy Chain Fields festival itself—and we'll be wearing it until then.
Shop the look.

Tara Gonzalez is a senior fashion and social editor at WhoWhatWear. where she is interested in exploring the intersection of fashion and culture and why we are drawn to wearing the things we wear and what that says about the world we live in. Previously she worked as a senior fashion editor at Harper's Bazaar. When she isn't writing trend deep dives for WWW, she's working on her newsletter on Substack, Cult Classic, which explores the very best fashion in film and television. She has a degree in creative writing from The University of Pennsylvania. She lives in Brooklyn with her boyfriend and pug Bjork, the later of which has a very extensive collection of dog-sized Sandy Liang sweaters.