30 Very ’80s Portraits of the Cool Kids at Medusa’s

Taken for a short ad campaign in 1988 and never seen since then, these photos show off the sartorial spirit of the beloved dance club. See our full oral history of Medusa’s here.

Here’s One Way the Bears Might Be Relevant in 2017: Fashion

Can Chicago’s street-style prophet, Joe Freshgoods, make Bears gear cool again?

Plum Accessories to Sweeten Your Fall Wardrobe

Deep purple gloves, shoes, handbags, and more are this season’s finishing touch.

The 30 Best Looks at Riot Fest This Year

Devils, rockers, zombies, a suggestion-box guy, and more

Designer Behind Chance the Rapper’s Overalls Debuts First Full Collection

Self-taught seamstress Sheila Rashid dreams of outfitting Celine Dion someday.

Get a Drag Lingo Lesson from Our Fall Fashion Models

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Queens for a Day: Fall Fashion Goes Drag

Trendy White Sneakers You Should Strut in This Season

Get some ultrahaute shoes before the winter slush sets in.

The 65 Most Stylish People at Lollapalooza 2017

It wasn’t all crop tops and glitter. (But yeah, there was a lot of that, too.)

The Best Fashion at the 2017 Pitchfork Festival

Check out the most well-attired concert goers at the twelfth annual festival.