Street Detail: Will in Madison Square Park

NAME: Will

OCCUPATION: Psychology Today Magazine

HOME BASE: Brooklyn/ATL

SHIRT: Vintage

SHORTS: J.Crew

SNEAKERS: Vans

What's your must-have item of the moment? The 20" box fan in front of my bed.

What's going to be the big fall trend? American workwear.

What sneaker style are you rocking this season? Vans or Fred Perry.

Who inspires your style? Jerri Blank from Strangers With Candy.

What city has the best style? Brooklyn.

What show best captures your style? The Wire: Season 1.

Who has wack style? Lady Gaga.

What trend do you want to see die? Lady Gaga.

Last clothing item you purchased? Vintage button-down polo.

Most money you ever spent on a single item of clothing? $350 on a Fred Perry parka but I returned it due to buyer's regret.

Favorite website? Chandinyc.

What do you collect? Animal bones, feathers, and other people's trash.

Favorite tech gadget? Binoculars.

What do chicks dig about your style? I let my pants hang low.

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

Most common statement people make about your style? Do you have underwear on?

What's the item currently in your closet you most regret buying? Red jeans.

What do you see as the next big trend? Beard extensions.

Favorite city? Prague.

Dream job? Cruise ship director.

Last book read? What Smart Couples Know, by Patricia Covalt, Ph.D.

Trend-proof style advice? Don't worry about it.

Photo by Lauren Whittaker

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