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Lil Wayne clearly still holds resentment towards the Big Apple after his 2007 arrest. During an interview with MTV News on Tuesday (August 21), the YMCMB spitter proved so with his bold "I don't like New York" statement; a message that sent shockwaves within the blogosphere, thus earning flack from N.Y. natives including state politician Malcolm Smith.  Though the Empire State is often referred to as the 'Big City of Dreams,' Tunechi's track record with the city hasn't quite lived up to the phrase. Looking back at some of these moments, XXL compiles a timeline of Weezy's unfortunate mishaps in New York City...—Ralph Bristout (@XXLRalph)

Lil Wayne Scribes "F*ck Hot 97"

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When:December 6th, 2006

Before there was a certain Hot 97 Summer Jam incident to speak of, Weezy fired some shots at the popular New York radio station in 2005. Only it wasn't verbally on record or Twitter, instead via the 'Thank You' section of his Tha Carter II's album booklet. "F*ck Hot 97," read the inscription.

Claims to be "Better Than" Jay-Z

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When: December 2006

In his Complex cover story back in 2006, Weezy apparently felt some ill will towards New York titan MC, Jay-Z and his decision to come out of retirement. Explaining his feeling, the Young Money/Cash Money star professed, “I don't like what he's saying about how he had to come back because hip-hop's dead and we need him. What the fuck do you mean? If anything it's reborn, so he's probably having a problem with that. You left on a good note, and all of the artists were saying, 'Yo, this is Jay's house. He's the best.' Now he comes back and still thinks it's his house...It's not your house anymore, and I'm better than you."

DJ Kay Slay Fires Back at Wayne

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When: December 2006

After voicing his opinion on Jay's comeback in Complex's December 2006/January 2007 issue, Wayne's comments caused quite a media firestorm. Of the many who felt angry about his opinion, Hot 97's Kay Slay also had some choice of words for the New Orleans rapper. "You dont have the authority to go at Jay-Z where the FUCK do you get the right to go at Jay-Z," asked the veteran DJ. "This is a brother a few years ago, you were callin him the greatest rapper in the world. You idolized him."

Arrested After Headlining Beacon Theatre Performance

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When: July 22, 2007

Weezy was on fire in 2007 and what was shaping up to be a memorable night for the N.O. fire spitter—headlining his first concert gig in the Tri-State—instead became a nightmare. Right before hitting the Beacon Theatre stage, a bill that also included a performance by Ja Rule, Wayne was patted down by police and was also ordered to go through a metal detector. Unfortunately, this wasn't even the worse part of the night. After the show, the rapper's tour bus was pulled over by police, who later claimed to have found a .40 caliber handgun and marijuana in the vehicle.

Gets Sued $1.3 Million For Cancelled Concerts

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When: February 2009

After reportedly being wired $100,000 for a scheduled performance at the Blue Cross Arena in Rochester, NY, Weezy—who failed to make an appearance on three separate occasions—was sued by New York's RMF General Manager Edward Strickland for a reported $1.3 million.

Lil Wayne Pleads Guilty to Felony Gun Possession

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When: October 2009

Two years after being arrested with a .40 caliber handgun and marijuana in New York, Wayne pleads guilty to a felony gun possession charge on October 22, 2009. He's scheduled to be sentenced in February and expected to serve up to one year in prison as part of the plea deal.

Sentencing Begins, Heads to Rikers Island

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When: March 8, 2010

After pleading guilty in 2009, and two sentencing postponements, Lil Wayne finally begins serving his prison sentence in Rikers Island on March 8, 2010. Though he was initially expected to serve one year as part of his plea deal, the rapper's prison term was cut down to eight months.

Pulls Nicki Minaj, YMCMB Out of Summer Jam

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When: June 3rd, 2012

After Peter Rosenberg's controversial "Starships" comment, Lil Wayne pulled Nicki Minaj from Hot 97′s Summer Jam. The decision caused quite a stir in hip-hop and the music world in general.