50 Cent never misses a chance to take a shot at Sean Diddy Combs, and his latest late-night appearance was no exception. On Tuesday, October 13, the rapper stopped by Jimmy Kimmel Live! while promoting Street Fighter, and the conversation quickly turned to his longtime rival.
The two talked about Sean Combs: The Reckoning, the Netflix docuseries 50 Cent executive produced about the disgraced music mogul. Kimmel pointed out that Diddy may have actually watched it, thanks to recent reports that he got his hands on an iPad behind bars. 50 Cent acted shocked and shared:
Jimmy, I didn’t know that he would get a jailbroken iPad in the middle of the jail. This is not jail. This is, like, this is a club.
He then joked that the docuseries must have been “the best documentary he ever saw in his life.” He further joked about “something” that he had sent Diddy’s way recently amid this ‘jailbroken’ iPad scandal.
50 Cent Jokingly Takes Responsibility for Diddy’s Alleged Head Injury
Jimmy Kimmel then brought up a report from December 2025, when 50 Cent claimed Diddy had sent him a bouquet of flowers. The rapper confirmed it and described the arrangement as something you would see at a funeral, sharing, “Yeah, he sent me like a funeral [flowers].”
He explained that the flowers showed up while he was at the E11EVEN nightclub in Miami. He shared that he didn’t know who had sent them at first, but quickly figured out where they came from.
However, a representative for Diddy denied sending them at the time, suggesting someone may have pulled a prank on 50 Cent. According to 50 Cent, he recently returned the favor. When Kimmel asked what he sent Diddy, he jokingly replied:
A bump on the head.
Kimmel quickly caught on, responding, “You were responsible for that.” The joke was a clear nod to a recent TMZ report claiming that Diddy was taken out of FCI Fort Dix in New Jersey by ambulance early on Saturday, October 10, for treatment of a head injury.
According to the outlet’s sources, the injury was not life-threatening. Diddy was reportedly conscious and talking, and he was brought back to the prison before sunrise. It is still unclear how he got hurt
Diddy’s ‘Jailbroken’ Tablet Allegation Explained
P. Diddy in a still from Get Him to the Greek | Credits: Universal PicturesThe iPad claim comes from an explosive NBC News report published in late September. The outlet spoke with four men who had spent time in the same unit as Diddy at Fort Dix, and it also reviewed photos and videos taken inside the prison.
According to two of those sources, Diddy had a “jailbroken” tablet that he used to watch movies and documentaries. One of them was reportedly Sean Combs: The Reckoning, the very series produced by 50 Cent. The tablet was far from the only perk mentioned in the report.
The sources claimed that Diddy was living a VIP lifestyle behind bars. Other inmates allegedly cooked his meals, did his laundry, and cleaned his living space, while one man gave him Chinese-style massages. One source even claimed to have drunk Hennessy with him, with liquor allegedly smuggled in by guards.
Diddy is currently serving a 50-month sentence after being convicted of racketeering, trafficking, and transporting people across state lines for pr*stitution.
What are your thoughts on 50 Cent’s comments? Let us know in the comments below!
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