Chappell Roan never thought she’d find her place in the fashion world.

”I thought that fashion was really exclusive and I felt like I could never really be a part of that because I didn’t even know what Urban Outfitters was or whatever,” the Grammy Award winner said from the podium on Thursday night during the Daily Front Row’s 9th annual Fashion Los Angeles Awards at the Beverly Hills Hotel.

Then she met stylist Genesis Webb on her first magazine shoot for V. The rest, as they say, is history.

“I was so drawn to her. I was kind of scared of her, and in the best way, I was like, oh, she has tattoos. This girl is not afraid of a neck tattoo. I love this, and her hair is so long and beautiful and black. I was just mesmerized by how sweet she was to...