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50 Cent has long been vocal about his feelings for his rap nemesis, Diddy, but as the music mogul undergoes a revealing federal trial, 50 has ramped up his distaste for Diddy with a series of wild AI-generated images.
Diddy, also known as Sean Combs, has frequently dispelled any rumors of a feud between the legends, but Curtis Jackson, also known as 50 Cent, has been slamming his nemesis publicly for years.
The two hip-hop stars rose to fame in the 1990s and ran in the same circles. 50 Cent was credited as a writer on Diddy's 2001 track, Let's Get It.
They were pictured together at industry events for years and even performed together at the Screamfest tour in 2007 alongside Jay-Z, Kanye West, and T.I.
The massive collaboration was shocking not just because the rappers shared the stage but a year earlier, 50 Cent insinuated Diddy had something to do with rapper Biggie's murder.
50's 2006 diss track, The Bomb, made jaw-dropping accusations against his nemesis, with one lyric proclaiming, 'Who shot Biggie Smalls? We don't get 'em. They gonna kill us all. Man, Puffy know who hit that [expletive]. Man that [expletive] soft.'
In the outro of the song, 50 Cent roasted Diddy for his infamous 'White Parties' at his Hamptons home, rapping, 'Oh I guess this means I won't be invited to the white parties in the Hamptons. I don't give a f*.'
50 Cent continued to publicly call Diddy out, speaking frequently about the accusations against him and insinuating about his sexuality on multiple occasions.
50 Cent and Diddy have feuded for decades, but 50 has amped up his trolling of his nemesis as Diddy faces an extensive criminal trial.
50 Cent has trolled Diddy countless times in interviews and on social media, recently sharing several AI-generated images on social media.
50 Cent has amped up his presence on social media, slamming his nemesis Diddy during his federal trial.
50 Cent has been particularly active since Diddy was arrested on charges of racketeering and sex trafficking last September.
50 reveled in Diddy’s arrest, posting a photo of himself with Drew Barrymore on her daytime talk show and captioning it, ‘Here I am keeping good company with @thedrewbarrymoreshow and I don’t have 1,000 bottles of lube at the house.’
The caption referenced evidence Homeland Security found when Diddy’s Florida home was raided.
When jury selection for Diddy’s criminal trial started, 50 Cent amped up his posts with several artificial intelligence photos mocking his nemesis.
On May 8, just a few days after the jury selection for Diddy’s trial began, 50 Cent posted an AI-generated image of himself sitting on the jury in six different color suits.
Writing over the comedic photo read, ‘Sean Diddy Combs jury selection for trial is finally complete’.
50 Cent captioned the post: ‘I’m not sure if this is fair [eye emoji] but don’t worry, be happy!’
His followers quickly rushed to the comment section praising the post, with one writing: ‘The level of your pettiness is always top tier and I love it.’
‘Give this man the ultimate troll trophy,’ another added.
‘Ain’t even gotta finish the trial with this jury, guilty first day of court,’ a third joked.
In a May 13 post, 50 Cent trolled Diddy by posting an AI-generated photo of him in a pool of baby oil.
The image was shared on the second day of Diddy’s federal trial as his former partner, Cassie Ventura, testified about the rapper’s ‘freak off’ parties.
While on the stand, she recounted a disturbing story where Diddy forced her to get into an inflatable pool filled with baby oil while wearing an outfit purchased from a sex shop.
Cassie added that she didn’t want to get into the pool but was afraid of how Diddy would react if she refused.
Homeland Security also discovered baby oil and lubricant in Ziploc bags, five bottles of baby oil in the bathroom’s bathtub, two more bottles of lubricant in a drawer, two bags of a pink powdery substance,and a bag with $9,000 in cash.
In response to the allegations, 50 Cent poked fun at Diddy’s alleged obsession with baby oil by sharing an AI photo of him shirtless in an inflatable pool with a yellow duck.
Another image portrayed Diddy smiling as he was surrounded by baby oil while submerged in the pool.
Then again, on May 17, 50 Cent shared an AI video of Diddy walking in jail holding a mystery person’s hand. The video also showed Diddy lying in a prison bed drinking Johnson’s Baby Oil.
50 Cent captioned the post, ‘LOL [laughing emoji] who made this hahahaha HA.’
His followers loved the AI video with one commenting, ‘YOU ALWAYS WIN AND I LOVE IT.’
‘No matter what you do. Do not be on 50’s bad side,’ another added.
On Monday, 50 Cent shared a wild AI-video of Diddy riding on the back of a motorcycle with disgraced abuser Jeffrey Epstein.
The fake video depicted the two gleefully riding down an open road as Diddy clung to Epstein.
‘Man Diddy in MDC mad as a motherf*er [laughing emoji] we’re did his friends go? LOL.’
50 Cent captioned the video: ‘Man Diddy in MDC mad as a motherf*er [laughing emoji] we’re did his friends go? LOL’
50 Cent shared a shocking AI-generated video of Diddy on the back of Jeffrey Epstein’s motorcycle
The fake video depicted the two gleefully riding down an open road on a motorcycle
50 Cent captioned the video: ‘Man Diddy in MDC mad as a motherf*er [laughing emoji] we’re did his friends go? LOL’
50 Cent shared a video of people on the street outside of the federal courthouse in New York, where Diddy’s trial was taking place on Monday.
The people in the video were wearing T-shirts that read, ‘Free Puff’ and ‘Free Diddy.’ One woman not wearing a T-shirt claimed someone had offered her $20 an hour to put one on.
It’s unclear who the demonstrators were and if they were paid to wear the shirts, but 50 Cent didn’t miss the opportunity to take shots at Diddy.
He posted an AI-generated image of himself wearing a ‘Free Diddy’ shirt in front of the courthouse and wrote, ‘Ok now where do I send my $20 invoice guys, a deals a deal. If you want I can be there tomorrow from 3 to 4 OK !’
50 Cent posted another AI image of himself in front of the courthouse and included a screenshot of a news article detailing more of Cassie’s testimony.
Cassie’s mother, Regina Ventura, testified that she took out a home equity loan of $20,000 when Diddy demanded ‘recoup money’ after he found out Cassie was in a relationship with rapper Kid Cudi.
She testified that the money was returned to her account five days later. Regina Ventura also testified that she took photos of her daughter after Cassie was allegedly physically assaulted by Diddy.
In response to the allegations, 50 Cent captioned the post: ‘He [Diddy] only made Cassie’s mom take out a home equity loan to pay 20k for him to not put out sex tapes. Free itty bitty Diddy! LOL [squinting emoji] wait is that legal.’
50 Cent reposted a video of demonstrators with 'Free Diddy' shirts outside the courthouse. He then shared an AI-generated photo of himself with the shirt, joking that he got paid to wear it
On Tuesday, 50 Cent posted an edited photo of Diddy as a teen in a high school yearbook.
Under his headshot, his superlative reads: ‘Most likely to get caught with 784 dildos and gallons of lube’.
The doctored superlative refers to the lubricant and sex toys that Homeland Security recovered from Diddy’s home during a raid last March.
‘I don’t know what he did to you but damn,’ one comment read.
‘50 wakes up choose violence every time,’ another commenter joked.
Diddy vs. 50 Cent
The decades-long feud between Diddy and 50 Cent has permeated hip-hop culture and created numerous viral moments.
In an extensive interview with The Hollywood Reporter last July, 50 Cent revealed his true feelings for his rap colleague and detailed the moment he decided not to interact with Diddy.
'He asked to take me shopping. I thought that was the weirdest st in the world because that might be something that a man says to a woman. And I'm just like, "Naw, I'm not fing with this weird energy or weird s*t," coming off the way he was just moving. From that, I wasn't comfortable around him,' he said.
In 2023, 50 Cent shared a video on X comparing Diddy to disgraced abuser R. Kelly.
50 Cent attended a roast of Diddy and shared video footage of comedians making fun of his nemesis.
50 Cent revealed to The Hollywood Reporter that they were never friends.
50 Cent has frequently recounted the story, revealing an interaction during an interview on The Breakfast Club in 2018.
When The Hollywood Reporter asked 50 Cent about his relationship to Diddy, he denied that they were ever friends and clarified they only knew one another because of work.
50 Cent added that Diddy’s former girlfriend, Jennifer Lopez, had pushed him to work with 50 when they were together.
‘He’s [Diddy] not a producer. He’s been able to take advantage of the business and the creatives in it. I don’t have any interest in doing that. I actually fall under the creative. So I just didn’t take to hanging out with that,’ 50 added.
The rappers also found themselves at odds during the 2010s when they both represented rival vodka brands.
Diddy was affiliated with the beverage company Diageo, which produces the vodka brand Ciroc, while 50 Cent represented Effen Vodka.
In a 2018 interview on the Drinks Champs podcast, 50 took shots with Diddy, telling the hosts: '[Effen] is made from wheat from Holland and distilled five times, so it's a lot less sugar; it's the right way.'
'And then later when you have a headache because you finished your full bottle of Ciroc... I told you I was smarter.'
Trolling Continues
50 has taken shots at Diddy countless times over the years; posting videos comparing him to disgraced musician R. Kelly and sharing footage from a 'Diddy Roast' at comedy club last June.
In October 2023, 50 Cent even accused Diddy of being involved in Tupac Shakur's death during a concert.