Chris Brown's 20 Douchiest Moments

Breezy has a terrible public image, and it's nobody's fault but his.

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Remember the TV show Everybody Hates Chris? That title basically describes Chris Brown's life since he assaulted girlfriend Rihanna before the Grammys, close to four years ago. Although the 23-year-old singer has scored a few hits and won some awards since the incident, his public image remains a PR nightmare, and it's all because of heat he's brought on himself with boneheaded behavior.

Last night, Brown proved that his anger management classes have had little effect and engaged in a physical altercation with fellow R&B artist, Frank Ocean. As the alleged perpetrator, this comes off as another unnecessary and foul move on Breezy's part. It's nothing new, though. Continue reading for a look at Chris Brown's 20 Douchiest Moments, and see why no one should ever be surprised when this guy acts up.

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Violently Assaults Rihanna

Date: February 8, 2009

You know the story. It was all over the news for months. This was the beginning of a very long fall from grace for Chris Brown.

Rides Around Laughing on a Jetski Just Weeks After Rihanna Incident

Date: February 28, 2009

Who knew guilt could be so fun?

Wears "Oops" Chain as a Statement Piece

Date: July 7, 2009

If only it were that easy. Just a few months after his infamous assualt on Rihanna, Breezy stepped out with an "Oops" chain in what appeared to be a juvenile means of displaying remorse. Does this mean he has to wear another "Oops" chain to apologize for the first one?

Airs His "I'm Sorry" Video

Date: July 20, 2009

Too little too late. Chris made a last ditch effort to rally fan support and publicly "apologize" for his wrongdoings against Rihanna, but the apology fell flat, coming across as rehearsed and void of sincere emotion.

"Cries" During Michael Jackson Tribute Performance

Date: June 27, 2010

A plea for sympathy? Brown took to the stage at the 2010 BET Awards and let the water works start flowing mid-performance.

Sends Homophobic Tweets at Raz B

Date: December 29, 2010

There's a saying that goes something along the lines of, "Those who talk the most, have the least to say." That is basically Chris Brown's mantra on Twitter. After Raz B remarked his disrespect for Breezy, Brown went from zero to 60 and sent out a slew of hateful tweets instead of a well-constructed rebuttal.

Destroys His Dressing Room at "Good Morning America"

Date: March 22, 2011

Some things never change—like Chris Brown's anger issues. After being asked about Rihanna multiples times on Good Morning America, Breezy fled to his dressing room, turned into the Hulk, and threw a chair at the window in a fit of rage.

Calls TMZ Photographer "Gay"

Date: June 22, 2011

Never one to mince his words—Brown was caught once again diving into his homophobe dictionary for TMZ.

Wins a Grammy, Follows Up With Worst Tweet Ever

Date: February 14, 2012

After a three-year hiatus from the Grammy stage, Chris finally graced it with his best dance moves and won a Grammy the same night. It was too good to be true, though. Following the win, Brown took to Twitter and shared his thoughts on his long-awaited win, in the rudest way possible.

Gets Into Twitter Argument With CM Punk

Date: February 19, 2012

Punk called out Brown, and since arguing on Twitter is a signature move of his, Brown took to the web to respond with his own thoughts on the pro wrestler.

Steals Fan's Phone Outside of Nightclub

Date: February 23, 2012

Breezy needs all the fans he can get, so why call one of the last standing #TeamBreezy members a "Bitch" and steal her phone? Not cool.

Breeds and Sells Pitbulls in Business Venture

Date: April 25, 2012

As if he didn't have enough on his plate already, Breezy decided to take up pitbull breeding, drawing criticism from animal rights' groups.


Team Breezy Goes After Chrissy Teigen on Twitter

Date: May 20, 2012

After seemingly lip-syncing his way through his Billboard Awards performance, John Legend's fiance, Chrissy Teigen, subtweeted Breezy with a short but sweet, "Why sing when you can dance?" In true #TeamBreezy fashion, Chris' fans fought hard and reamed Teigen out with ignorant tweets modeled after those of their leader. Douchebag see, douchebag do.

Gets Into Brawl With Drake at NYC's W.i.P

Date: June 14, 2012

The tension between Drake and Chris Brown is well-known—they've both been involved with Rihanna at respective times. According to reports, Brown sent Drake a bottle of champagne, which Drake returned with a note: "I'm fucking the love of your life." The note-passing was never confirmed, but surely something dramatic went down, as a bottle-throwing melee ensued shortly after.

Gets Tattoo of Battered Woman on Neck

Date: September 11, 2012

A guy tattooing your name on his neck? Romantic. A guy tattooing an image of your battered face after he assaulted you? Not so much.

Goes Back and Forth Between Rihanna and Karrueche Tran

Date: October 3, 2012

This love triangle appears to be over, with Brown now fully committed to Rihanna, but for a bit, he was jumping between both. The triangle reached its peak moment of conflict when Brown was spotted sneaking around with Rihanna, when he was still in a public relationship with Tran.

Releases "The Real Chris Brown" Video

Date: October 4, 2012

He's in love with two women and found the need to make a video talking about it. Arrogant to the point of annoyance.

Dresses Up as a Terrorist on Halloween

Date: October 31, 2012

Chris Brown showed up to RiRi's Halloween bash dressed like a member of Al Qaeda and convinced a whole crew to drink his Douche-Aid and follow suit.

Gets Into Twitter Argument With Comedian Jenny Johnson

Date: November 25, 2012

The only way to fight immaturity is with immaturity, and comedian Jenny Johnson found that out the easy way. Johnson instigated a war of words with Chris Brown on Twitter, who overreacted and responded with a series of distasteful, sexist tweets. What's more unfortunate is that we involuntarily discovered what kind of freaky stuff Brown likes to do in the bedroom.

Fights With Frank Ocean and Crew Outside of L.A.'s Westlake Studios

Date: January 27, 2013

Chris and Frank Ocean haven't been the best of friends. In fact, the two got into it on Twitter a while back, but last night the two physically fought outside of Westlake Studios in LA. Reports say Frank approached Chris outside when he was leaving the studio. Frank later went on Twitter to say he was jumped by Chris. Class act.

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