The first time Genesis Webb met Chappell Roan , at a 2023 V magazine shoot, they clicked immediately. “We both have a trashy, less defined sense of fashion than high fashion,” says Webb, the 26-year-old stylist for the rising pop singer. “When I was dressing her, we immediately went into this mode of, ‘Eh, who cares about the label and politics.

I just want you to look sick.’” Both midwest-born L.A.

transplants, Webb and Roan connected over their love of drag, a penchant for thrifting, and their interest in a “sharp meets soft” aesthetic. Since that first meetup, Webb has styled 50 looks and counting for Roan as she’s gone from singing her yodel-inflected pop songs in small rooms to scene-stealing sets at Coachella. Now, you’d be hard-pressed to find a festival crowd — famously full of half-fans! — that doesn’t know how to arm-spell “Hot to Go!” Roan’s onstage showmanship is powered in part by Webb’s curated stage outfits, which amplify the camp and never shirk on theme.

The singer also incorporates elements of drag: white face paint, heavy makeup, giant red hair. “I love burlesque outfits because they’re so dramatic and pretty and sparkly and intricate,” she told Vulture in 2023 . Adds Webb, about her and Roan’s ongoing collaboration, “All of the things that ended up being a mistake end up working.

It’s why I love being a stylist, especially someone who doesn’t just do full looks from the runway. We start with a theme and then .