Diddy, Shyne’s Relationship Before and After the 1999 Nightclub Shooting
In the trailer for “The Honorable Shyne,” the former Bad Boy Records artist claims he was set up in a 1999 shooting that landed him in prison.
by Noah A. McGee · The RootShyne Barrow was once one of the rising stars on Sean “Diddy” Combs’ stacked roster of talented artists on Bad Boy Records, which once included Faith Evans, 112, Mase, The Lox, Foxy Brown, and many more.
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In November 2023, the two even reunited on stage during a concert in London, where Diddy stated, “Ayo Shyne, I love you from the bottom of my heart. This is real love. My brother Shyne is fighting for his people of Belize right now. He’s gonna be the future, I predicted it, Prime Minister of Belize.”
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But for most of 2024, the Belizean politician has been one of the loudest voices against the disgraced music mogul, claiming that he “destroyed his life.”
Now, in the recent trailer for “The Honorable Shyne,” a documentary set to air on Hulu on November 18, the “Bad Boyz” artist is aiming to tell his life story.
The Honorable Shyne | Official Trailer | Hulu
With that in mind, we revisit the complicated history between the two figures, who once considered each other brothers.
1998: Introduction to Diddy
Born James Michael Burrow, Shyne moved from Belize to New York in the 1980s to live with his mother, where his love for hip-hop was born. His first big break as an artist came in 1998 when he was freestyling in his neighborhood.
That’s where he caught the attention of veteran hip-hop producer DJ Clark Kent. He respected Shyne’s abilities and introduced him to Diddy, who almost instantly signed the young MC to his label, Bad Boy Records.
Before releasing his debut album, Shyne appeared on several records from Bad Boy artists, including songs from Mase, Total, and Diddy himself.
1999: nightclub shooting
Shyne, Diddy, and Jennifer Lopez, (Diddy’s then-girlfriend) decided to attend a nightclub in New York on a December 1999 night.
Allegedly, while at the club they ran into a man who started an argument with Diddy and threatened to kill Shyne. Prosecuting attorneys claimed that all three men drew firearms, with Shyne shooting his three times.
Despiting claiming that he acted in self-defense, he was charged with assault, reckless endangerment, and criminal possession of an illegal weapon during his trial. In June 2001, he was sentenced to 10 years in prison.
Meanwhile, Diddy was acquitted in the case.
In October 2009, he was finally released from prison and was deported to his home country of Belize.
2012: Relationship with Diddy after prison
Shyne did not reconnect again with the music mogul until 2012, during a show at Paris Fashion Week.
At the time, he told XXL in a statement, “You can’t overstate the cultural significance of what Shyne and Diddy reconciling means. You know I’m about it when it comes to them hammers, thus, unfortunately, this could have ended like Tupac and B.I.G. But what if Tupac and B.I.G ended like this and reconciled?”
He continued, “Let’s celebrate this moment as a historical event and a victory for hip-hop and Afro and Latin American men trained to exterminate each other.”
Although it appeared to squash any beef he had with Puff, he took shots at the mogul on a diss track later that year, titled, “You’re Welcome.”
2024: Recent comments about Diddy
Amid Diddy’s recent arrest and federal indictment, Shyne spoke out publicly about his former boss, saying, “ This is someone who destroyed my life and who I forgave and who I moved on. And for the better interest of Belize, because he was in a position at that time to give scholarships and to maybe invest I would not deny attempting to bring the investment to Belize and to bring the contributions to education to Belize.”
He later added, “But do I take any joy or any satisfaction with what he is going through? Absolutely not. No one needs to fail for me to succeed.”
Now, the current Leader of the Opposition in the Belize House Representatives is preparing to tell his story from his perspective in the documentary, “The Honorable Shyne.”
What new things will he share about himself and the controversial music mogul?