How did you dress in high school? Any fashion faux pas you want to fess up to?
"There were so many. The men’s polyester pants. The pixie harcut that I dyed a variety of purple and burgundy shades. Oh, and the dollar-a-pound garbage that I called vintage, but was really just gross and used! Ugh. I had a very un-cute period for awhile there!"

What’s a trend right now that you are loving or forecast will be big? On the flipside, what are you so done with?
"I always obviously love maxi-dresses and bell-bottom jeans. I’m glad they're still in! I think they are universally flattering. And I can’t stand the wedge sneakers that are happening right now. I love Isabel Marant, but I just can’t get on board with those puppies."

What’s the easiest way to pep up a drab ensemble?
"A great scarf! I just bought two from A Peace Treaty and I’m obsessed with them. I’ve worn one every day since I bought them. They totally change your entire look!"

Rachel Pally Barrett Dress and Belt, Dries Van Noten Shoes, VK Lillie Necklace

Photographed by Hailley Howard