Gallery: A History of Usher's Style Fails

After years of being in the game, the dude still stumbles at this style thing.

Not Available Lead
Complex Original

Image via Complex Original

Lead

Usher Raymond IV has mastered this R&B music shit. To put things in simpler terms, just look at his seven Grammys, four World Music Awards, six American Music Awards, and twenty-two Billboard Music Awards. Not to mention, millions of teenage girls are forever in debt to Usher for signing Justin Bieber. But even with all these accomplishments, Usher still hasn't used his money on a better stylist.

We are always rooting for Usher, sincerely. So for his 33rd birthday today, our gift to him is a reality check. We want him to realize the fails of his off-the-wall tour costumes to WTF-worthy red carpet 'fits. As true fans, we've collected a gallery of Usher's Most Ridiculous Outfits.

Vegas Magazine

Where: Vegas Magazine Party

When: August 2009

Complex Says: Take note gentleman. This is the wrong way to mix prints.

Oct 2010 Hankerchief

Where: Super Bown XLV, Halftime Show

When: February 2011

Complex Says: Congrats on reaching for the egg! You are the winning sperm.

2010 Keep A Child Alive Black Ball

Where: 2010 Keep A Child Alive Black Ball

When: October 1, 2010

Complex Says: We can roast this whole look, but one word explains this outfits failure: cummerbund.

2010 BET Award

Where: Good Morning America

When: August 2010

Complex Says: Too many trendy factors going on at once is a no-no. Bowler hat, on top of suspenders, on top of neckerchief, on top of camo, on top of white jeans, on top of high-top sneakers. Our head hurts.

Staples Center

Where: Staples Center

When: July 3, 2011

Complex Says: First red flag should have been leather knee patch details. He must have picked this outfit in the dark.

NY May 2011

Where: New York City

When: May 4, 2011

Complex Says: Are they shorts? Are they pants? Regardless, no man should ever rock shants.

2010 NBA All-Star Game

Where: 2010 NBA All-Star Game

When: February 2010

Complex Says: Another fascination with shants, this time its leather and layered underneath with leggings. This outfit should be burned and buried.

33rd Annual

Where: 2010 NBA All-Star Game

When: February 2010

Complex Says: During that same performance, Usher took that already awful leggings-and-shants combo and took it up to the next level...by taking his shirt off and revealing BODY ARMOR. WHAT THE HELL IS GOING ON USHER? Gladiator from 2050.

53rd Grammys

Where: 53rd Annual Grammy Awards

When: February 2011

Complex Says: A purple velour straight jacket?? With the matching pants, LULZ.

51st Grammys

Where: 51st Annual Grammy Awards

When: February 2009

Complex Says: We guess Big Sean wasn't the first to OD on the gold chain trend. Unfortunately, Usher just looks really awkward with the look.

Stay ahead on Exclusives

Download the Complex App