
I recently took the time to pen an essay on Supreme's legacy, the origins of their rise into the mainstream spotlight and what effect that might have on their reputation in the coming years. While I dealt with the broad strokes of what it means for a label of any kind to be "cool," I did not explore the specific garments, items and products that earned Supreme their now legendary status. When ranking the 50 greatest Supreme products of all time, I relished the opportunity to further investigate the idea of what exactly makes Supreme so special.
When evaluating any brand's legacy based on signature pieces, we need to use both a micro and macro lens— within the vacuum of the brand itself and its resonance with the outside world. In the case of Supreme this means two things: 1. "How did an item help build Supreme's own reputation?" and 2. "How did an item impact the broader environment of streetwear, fashion and culture in general?" Naturally, the "eye test" also comes into play. Meaning, "Was this shit cool?" because, of course, the "best" pieces are ultimately the ones that we remember most. At the end of the day, ranking anything via superlatives such as "greatest" and "worst" opens the floodgates of subjectivity. No list such as this will ever be entirely satisfactory to everyone. With that said, this list is pretty fucking on point—just something to consider before you take your box logo torches to the comments.
Jake Woolf is a writer living in New York City. You can read his blog here and follow him on Twitter here.

Leopard Print 5 Panel, 2011

Supreme x Padamore And Barnes Sahara Boot, 2001

Supreme x Playboy Jacket, 2011

Supreme x Everlast Boxing Gloves, 2008

Supreme x Nike Air Trainer 2, 2007

Hebrew Box Logo Tee, 2004

NY & LA Old English Velvet Hat, 2007

Japan Box Logo Tee, 2011

Stained Glass Tee, 2007

Nate Lowman Deck, 2007

Public Enemy Vans Sk8-Hi, 2006

Supreme x Umbro Soccer Jersey, 2005

Supreme x Comme Des Garcons SHIRT Polka Dot Hoodie, 2012

Leather Bomber, 2008

Supremes Tee, 2002

Keith Haring Tee, 1998

Tree Back Backpack, 2006

Raekwon Tee, 2005

Miles Davis Tee, 2008

Supreme x Oakley, 2007

"Denver Nuggets" Basketball Jersey, 2003

George Condo Deck, 2010

Nunchucks, 2010

Takashi Murakami Skate Deck, 2007

Supreme x Rizzoli Book, 2010

Arabic Tee, 1999

Supreme x Neighborhood, 2006

Supreme x North Face Skyline Jacket, 2008

Supreme x Brooklyn Machine Works Bike, 2000

Chinos, 1995

Supreme x Nike SB Varsity, 2007

Ceramic Ashtray, 2012

Kermit Tee, 2008

KAWS Skate Deck, 2001

Buck Knife, 2009

OG Varsity Jacket, 1997

Damien Hirst Skate Deck, 2009

Motion Parka, 2010

Fuck Em Rug, 2009

Supreme x Budweiser, 2008

Supreme x visvim, 2008

Calendars, 2001-2005

Illegal Business Controls America, 2003/2007

Fuck Bush Sticker, 2005

OG Kate Moss Tee, 2004

"Louis Vuitton" Skate Deck, 2004

Travis Bickle Tee, 1994

OG Supreme x Nike Dunks, 2002

OG Box Logo Apparel, 1994

Box Logo Sticker, 1994
