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Fashion is in large part about pushing boundaries — outlandish color combos and patterns, accessories on top of accessories, and mixing and matching between stylistic genres. So seeing cats rocking sneakers with suits really shouldn't be too out-of-the-ordinary. Whether purpose being to stay on the up and up with latest trends and/or fresh look, or simply comfort for your barking dogs, a gang of celebs has been caught mixing the two. From regulars like Kanye West and Robert Downey Jr. to a slew who simply love to don Chuck Taylors with their formal garb, the somewhat risque look doesn't always work, but when it does — we can't hate at all. Nonetheless, we'll let you be the judge as we bring you A Brief History of Celebrities Wearing Sneakers With Suits.
9-1996
Who: Ellen DeGeneres
Shoe: Converse Chuck Taylor All Star Low
When: September, 1996
8-2006
Who: Damien Fahey
Shoe: Converse Chuck Taylor All Star Low
When: August, 2006
2007
Who: Lapo Elkann
Shoe: Nike Air Max 90 "St. Patrick's Day"
When: 2007
4-2007
Who: Adrian Grenier
Sneaker: Converse Chuck Taylor All Star Low
When: April, 2007
2-2008
Who: Jamie Bell
Shoe: Converse Chuck Taylor All Star
When: February, 2008
4-2008
Who: John Stamos
Shoe: Converse Jack Purcell
When: April, 2008
8-2008
Who: Robin Thicke
Shoe: Lanvin Low Top "Black Leather"
When: August, 2008
4-2009
Who: Kanye West
Shoe: Lanvin Low Top "Navy Blue"
When: April, 2009
4-2009
Who: Don C
Shoe: Lanvin High Top "Fuchsia"
When: April, 2009
4-2009
Who: Kanye West
Shoe: Kanye West for Louis Vuitton Don
When: April, 2009
5-2009
Who: Will Arnett
Shoe: adidas Rod Laver
When: May, 2009
9-2009
Who: Brody Jenner
Shoe: Converse Chuck Taylor All Star Low
When: September, 2009
9-2009
Who: Andy Samberg
Shoe: Reebok Pump Omni Lite
When: September, 2009
10-2009
Who: Mark Ronson
Shoe: Gucci Ronson
When: October, 2010
1-2010
Who: Christian Louboutin
Shoe: Christian Louboutin Louis Spikes
When: January, 2010
3-2010
Who: John Stewart
Shoe: Converse Chuck Taylor All Star Low
When: March, 2010
4-2010
Who: Ray J
Shoe: Creative Recreation Turino
When: April, 2010
4-2010
Who: Robert Downey Jr.
Shoe: Lanvin Zig Zag
When: April, 2010
4-2010
Who: Robert Downey Jr.
Shoe: Yves Saint Laurent Rolling High
When: April, 2010
9-2010
Who: Kanye West
Shoe: Louis Vuitton Don
When: September, 2009
9-2010
Who: Jonah Hill
Shoe: Nike 6.0 Mavrk
When: September, 2010
9-2010
Who: Kanye West
Sneaker: Tretorn x Comme des Garcon
When: September, 2010
11-2010
Who: Guy Ritchie
Shoe: adidas Originals Doley Lux DB
When: November, 2010
1-2011
Who: Justin Bieber
Shoe: Lanvin "Patent Toe"
When: January, 2011
2-2011
Who: Steve Lavin
Shoe: Nike Air Force 1 Low
When: February, 2011
3-2011
Who: Kanye West
Shoe: Ann Demeulemeester "Red"
When: March, 2011
4-2011
Who: Shaquille O'Neal
Shoe: Li-Ning Shaq Zone
When: April, 2011
6-2011
Who: LeBron James
Shoe: Air Jordan III "True Blue"
When: June, 2011
8-2011
Who: Joe Jonas
Shoe: Y-3 Honja High
When: August, 2011
Unknown
Who: Elijah Wood
Shoe: Converse Chuck Taylor All Star High
When: Unknown
