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50 Cent Intensifies Diddy Mockery With AI Stunt

2025-05-21Angel Diaz2 minutes read
50 Cent
Diddy
Trial

50 Cent Doubles Down on Diddy Trolling

50 Cent is once again making headlines for his commentary on Sean "Diddy" Combs.

50 Cent at the U.S. Capitol June 2024 50 Cent at the U.S. Capitol on June 5, 2024 in Washington, DC. Chip Somodevilla/Getty Images

AI Imagery and Trial Commentary Take Center Stage

The Queens-bred rapper and media producer is continuing his public trolling of Diddy as the music mogul's sex trafficking trial moves into its second week. In his latest move, 50 Cent shared an AI-generated image on Instagram depicting himself wearing a white "Free Diddy" t-shirt while standing in front of a courthouse.

Following this, he posted a screenshot of a news article. This article referenced testimony from Cassie's mother, Regina Ventura. According to the testimony, Diddy allegedly demanded $20,000 from Cassie's parents. This demand reportedly came after Diddy discovered Cassie was dating Kid Cudi, compelling her parents to secure a loan.

50 Cent commented on this in his caption, writing, “He 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 wait is that legal.”

A Weekend of Mockery: The "Free Diddy" Shirt Saga

This isn't an isolated incident. Just over the weekend, 50 Cent made jokes about individuals reportedly being offered $20 an hour to wear "Free Diddy" shirts outside the Manhattan federal court. He quipped, “Diddy paying people to wear Free Diddy shirts is diabolical, but $20 a hour ain’t bad. I might go throw that on for a hour tomorrow.”

He followed this with another Instagram post, this time featuring an image of himself in a black "Free Diddy" shirt. His caption read: “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!”

Anticipation Builds for Kid Cudi's Testimony

In related developments concerning Diddy's trial, prosecutors have indicated that Kid Cudi is expected to testify sometime this week. It is widely anticipated that his testimony will address the allegation that Diddy was responsible for blowing up Kid Cudi's car, an incident purportedly linked to Cudi's relationship with Cassie.

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