25, Project Manager
What are you wearing? Nike AC Trainers, Levi's Made & Crafted selvedge denim, bandana by ASOS, t-Shirt by Topman, River Island button-up, Warby Parker glasses.
Describe your style: Erratic and constantly changing. Currently it's like Oxford Circus meets some sort of amalgam of West Coast flash and Midwestern subtlety.
Your favorite new trends in eyewear? I like that people aren't afraid of bolder frames.
What's the best fashion advice you've ever gotten? "Wear whatever the f**k you think is cool. If someone doesn't like it . . . you'll probably still look better than them." — As said to me by Hedi Slimane.
What are you wearing? T-shirt from Target, Halogen skirt from Nordstrom Rack, American Rag shoes, belt and bracelet from J.Crew, J.W. Hulme envelope clutch from MartinPatrick3.
Describe your style: Comfortably classic and modish.
Your favorite new trends in eyewear? Two-toned, plastic frames.
What's the best fashion advice you've ever gotten? Wear yourself, and always smile.
34, Retail Merchant
What are you wearing? Shirt and 484 slim Stanton chinos from J.Crew, Timex military watch for J.Crew , eye glasses from Ray-Ban and Vans sneakers.
Describe your style: Vintage classic with some military and work wear influences.
Your favorite bespectacled fashion icon? Michael Caine.
Your favorite new trends in eyewear? Always been a fan of the classic wayfarer.
30, marketing assistant
What are you wearing? Ainsworth glasses from Warby Parker, J.Crew shirt, pants, and belt, Madewell Sidewalk Skimmers, vintage Dooney & Bourke bag from Retro Wanderlust.
Describe your style: J.Crew sale rack mix 'n match.
Your favorite bespectacled fashion icon? Iris Apfel. Go big or go home.
Your favorite new trends in eyewear? I love the fade — the ombre kind of eyeglass frames. I can't pull it off, but I think it's snazzy.