Image via Complex Original
Being stylish is hard work. But even more difficult is making sure you're dressed well at all times. See, when you're known as the stylish person in your circle, you feel like you can't ever have an "off" day. When you do, everybody is going judge you for not meeting the high standard you've set for yourself.
But the truth is, it happens to the best of us. Even the most stylish celebrities, who have expert stylists and income to burn can miss the mark. A long time go, Kanye West told us in the August 2007 issue of Complex that "even Jordan had off days." If you want to see why that statement couldn't be more true, check out A History of Stylish Celebrities Wearing Terrible Outfits.
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David Beckham
Where: Launch of Jade Jagger Jewelry
When: Sept. 20, 1999
David Beckham didn't just have off days. He had off weeks, months, and even years. Prior to becoming one of the best-dressed celebrities, the now-retired soccer player made plenty of style errors, from silk scarves as bandanas (as seen above) to leather trench coats straight from The Matrix. How times have changed.
Justin Timberlake
Where: American Music Awards
When: Jan. 8, 2001
This one was too good to pass up. Justin and Britney's famous matching denim outfit remains one of the most ridiculous things we've ever seen.
Yasiin Bey
Where: Coachella Music Festival
When: April 28, 2002
Yasiin Bey is dressed like he's planning on finishing up this concert and hitting up a few keggers with his frat bros who are all dressed in similarly gross trucket hats, terrible polos, and awful-fitting pants.
Justin Timberlake
Where: MTV Europe Music Awards
When: Nov. 6, 2003
To this we say: Thank you Tom Ford.
LeBron James
Where: ESPY Awards
When: July 14, 2004
Do you understand how much raw fabric must've gone into creating this oversized monstrosity?
Kanye West
Where: Grammy Awards
When: Feb. 8, 2006
We can appreciate the fact that Kanye West has always had his own sense of style—remember when he wore Ralph Lauren while other rappers rocked baggy jeans? But with that said, even his good track record can't save the white suit and taco meat outfit—one of the worst hip-hop fashion fails we've seen—he wore to the Grammys. He would've benefited from a few more buttons, or some manscaping.
Ryan Gosling
Where: Half Nelson premiere
When: Aug. 2, 2006
Burn that tuxedo shirt!
Andrew Garfield
Where: Capri Hollywood International Film Festival
When: Dec. 30, 2007
Andrew Garfield actually has a pretty good track record. Even after multiple searches, this was the only terrible outfit we could find. Clearly, he learned from his mistake.
Jude Law
Where: London, UK
When: Aug. 19, 2009
A swift death to all of this.
Jay Z
Where: MTV Video Music Awards official after party
When: Sept. 13, 2009
Lil Mama crashing Jay Z and Alicia Keys' performance at the 2009 MTV VMAs wasn't even the craziest thing at the award show. What was? Truthfully, It might be Hov's denim on denim look with the brown leather vest, which he also wore to the after party. Womp womp.
John Mayer
Where: Irvine, CA
When: Aug. 24, 2010
Still in his experimental phase, John Mayer performed for a crowd of screaming women. Yet, we're pretty certain no one was cheering for this golf-friendly outfit.
Carmelo Anthony
Where: NBA All-Star Game
When: Feb. 11, 2011
Truth be told, we tried to like Melo's outfit. But it just wasn't happening. The trench coat looks dope, but all-mustard-everything only works with German food.
Jaden Smith
Where: GRAMMY Awards
When: Feb. 13, 2011
The older and much more stylish Jaden would probably agree this was not one of his finer moments. He would have been better off wearing that motorcycle leather jacket with a T-Shirt and jeans. Those leopard pants only remind us of Lil' Wayne—dangerous territory.
Theophilus London
Where: Glamour's 2011 Women of the Year Awards
When: Nov. 7, 2011
We're normally fans of Theophilus London's style, but not when he looks like a demonic Amish farmer. There is such a thing as too much leather.
Drake
Where: MTV Video Music Awards
When: Sept. 6, 2012
Alexander McQueen or not, that smedium sweater was too much...or too little.
Joseph Gordon-Levitt
Where: Park City, UT
When: Jan. 23, 2013
Joseph Gordon-Levitt is usually one of the better dressed actors in Hollywood. We can only hope he was suffering from altitude sickness up in the Rockies.
Dwyane Wade
Where: Miami Heat vs. Chicago Bulls game
When: May 2013
Everyone had something to say about D-Wade's ill-fitting suit. Kevin Hart made jokes about Wade's capri pants, saying he was wearing his "personal suit." Even Shaquille O'Neal, Charles Barkley, and Kenny Smith roasted Wade (Barkley said the Miami Heat was "officially the worst-dressed team in the NBA"). Let this be a lesson, guys. It's never a good idea to wear capris.
Russell Westbrook
Where: Teen Choice Awards
When: Aug. 11, 2013
Westbrook attended the Teen Choice Awards in one of the crazier outfits we saw this summer, the same one that he received quite a bit of flack for. But, as you know, the NBA player usually just tunes out all the negative feedback and still wears what he wants.
Robin Thicke
Where: MTV Video Music Awards
When: Aug. 25, 2013
Robin Thicke's VMA performance was a lot to handle. First off, Miley Cyrus. Second, that designer suit looks too much like a Footlocker uniform. Good thing he had Paula Patton to go home to after.
Swizz Beatz
Where: Unknown
When: Aug. 25, 2013
For some reason, the producer decided to forgo the normal luxury gear he wears and rocked a tuxedo T-Shirt like he was in seventh grade again. Was Ryan Gosling his style inspiration for this? On top of that, he victimized himself as a Google Glasshole. Why Swizz, why?
Miguel
Where: Opening Ceremony Spring 2014 show
When: Sept. 8, 2013
Proof that not all trends work for everyone.
