MIAMI (CBSMiami) – Justin Bieber’s arrest in Miami Beach is not his first run-in with the law, just the most serious.

Khalil Amir Sharieff aka Crazy Khalil and Justin Bieber in front of the red Ferrari and yellow Lamborgini prior to their arrests in Miami Beach. (Source: Instagram/JustinBieber)

Khalil Amir Sharieff aka Crazy Khalil and Justin Bieber in front of the red Ferrari and yellow Lamborgini prior to their arrests in Miami Beach. (Source: Instagram/JustinBieber)

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Bieber was arrested on drag-racing, DUI and resisting arrest charges Thursday after allegedly speeding down a residential Miami Beach street in a yellow Lamborghini on an expired license.

Miami Beach Police Chief Ray Martinez told a news conference the singer was initially not cooperative when the officer pulled him over. Martinez said the singer also admitted to smoking marijuana, taking prescription medication and drinking.

His trip to Miami started Monday with pictures of him on social media at club Mansion and later at a North Miami strip club called King of Diamonds. At age 19, he is underage for the clubs 21 and over age requirement but the clubs owners have said the pop singer was not drinking and in a closed off VIP section.

Tuesday, Bieber posted Instagram pictures of himself smoking a cigar with the quote, “I’m in Cuba. I love Cubans.” The comment caused some controversy leading people to believe he was actually in Cuba but Bieber was actually quoting a lyric from a Jay-Z song and he was really in Miami.

Bieber’s arrival in Florida is also under investigation.

When Bieber’s private plane touched down in Opa-Locka, his entourage received an authorized police escort which has sparked an investigation at the Opa-Locka police department. “The escort was unauthorized by police administration,” said Assistant City Manager David Chiverton.

Police escorts from the airport are not uncommon, but they must follow procedure because they involve city vehicles, Chiverton said.

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“There’s a procedure,” Chiverton said. “These things must be approved, there’s a process.”

January 23, 2014: Khalil Sharieff (Source: Miami-Dade Corrections)

January 23, 2014: Khalil Sharieff (Source: Miami-Dade Corrections)

When Bieber was arrested in Miami Beach early Thursday morning, his pal R&B singer Khalil was also taken into custody and charged.

Khalil was also part of Bieber’s egg-tossing vandalism case in California where detectives searched Bieber’s home looking for surveillance footage that might serve as evidence the pop star was involved in the incident. Officials said the egg-tossing caused thousands of dollars in damage to a neighbor’s home. It’s under investigation as a felony vandalism case.

Roughly a dozen investigators searched Bieber’s home and arrested one member of the singer’s entourage on suspicion of drug possession.

Previous investigations into Bieber’s conduct by the sheriff’s department have not resulted in charges.

A neighbor had previously accused Bieber of spitting in his face, and a paparazzo called deputies after he said Bieber kicked him, but prosecutors declined to file charges in either instance. He was also accused of reckless driving in his neighborhood, but in October prosecutors refused to seek charges because it was unclear whether Bieber was driving.

Bieber is also being sued by a former bodyguard who claims the singer repeatedly berated him and hit him in the chest and owes him more than $420,000 in overtime and other wages. The case is scheduled to go to trial in Los Angeles next month.

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