Street Detail: Douglas in Madison Park

NAME: Douglas

OCCUPATION: Student/Advertising agency intern

HOME BASE: Manhattan

SUNGLASSES: Ray-Ban

SHIRT: Rugby

PANTS: A.P.C.

SHOES: Soludos

What's your must-have item for the season? Sunglasses.

What sneaker style are you rocking this season? Nike Dunk Highs. Always a classic.

Who inspires your style? Individuals, dandies, and guys who just don't give a damn: my father, Kanye West, Lapo Elkann, James Dean, and Jean-Michel Basquiat.

What city has the best style? I love New York with all of my heart but I have to say Milan. Style is a national value over there. It's a way of life.

What movie best captures your style? Probably The Royal Tenenbaums. No one in it dresses like me exactly, but it represents that self-expression and quirkiness that I love to come through in the way I dress.

Who has wack style? Hypebeasts.

What trend do you want to see die? Grown men wearing running shoes and carrying backpacks with their suits. Buy a briefcase. Buy some oxfords or wingtips. Be a man.

Vote on whether today's subject is "Stylin" or "Wildin" below...

Last clothing item you purchased? Surface to Air leather jacket from Barneys New York. Summer is the best time to buy outerwear!

Favorite website? Made of Suede.

What do you collect? Shoes.

Favorite brand? It's a tie between Band of Outsiders and Tom Ford.

Favorite tech gadget? The iPad, of course.

What do chicks dig about your style? I think that it's a means of expressing myself. It shows that I'm an individual and that I have confidence.

Most common statement people make about your style? "It's a little ridiculous."

What's the item currently in your closet that you most regret buying? All of my crazy Billionaire Boys Club T-shirts.

What do you see as the next big trend? A return to simple and understated luxury.

Favorite city? NYC.

Dream job? Owning my own creative agency, branding and conceptualizing beautiful things. Either that or owning a hotel.

Dream date? My girlfriend.

Last book read? The Sun Also Rises, by Ernest Hemingway.

Trend-proof style advice for our readers? Wear clothes that fit you and make you feel confident and elegant. Dress to impress. Never blend in.

Photo by Kiara Weatherington

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