Diddy’s longtime nemesis 50 Cent escalates feud with disturbing reaction to Cassie Ventura’s trial testimony

The rapper 50 Cent to his years-long feud with Sean ‘Diddy’ Combs to a new level this week when he shared a disturbing post inspired by the second day of testimony at his federal trial.

The 55-year-old rapper-turned-business mogul is on trial over racketeering and sex-trafficking charges, and his former partner Cassie Ventura provided shocking testimony about his ‘freak off’ parties.

One particularly bizarre portion of her testimony seems to have led 50 Cent to post disturbing AI-generated images of Diddy to Instagram later on Tuesday.

They appeared to have been inspired by Cassie’s claim under oath that Diddy had ordered her to get into an inflatable pool filled with baby oil while clothed in an outfit purchased from a sex shop.

The first AI image showed a shirtless Diddy sitting in a blue inflatable kiddy pool in a back yard while riding on a large inflatable yellow duck.

It featured the tell-tale signs of AI images, including a slack-jawed that only partially resembled the executive, a second in-ground pool that appeared out of nowhere in the background, and misshapen fingers.

The rapper 50 Cent to his years-long feud with Sean ‘Diddy’ Combs to a new level this week when he shared a disturbing post inspired by the second day of testimony at his federal trial; pictured in December 2023 in Las Vegas

The 55-year-old rapper-turned-business mogul is on trial over racketeering and sex-trafficking charges, and his former partner Cassie Ventura provided shocking testimony about his ‘freak off’ parties; pictured in 2018 in NYC

50 Cent’s bizarre posts appear to have been inspired by Cassie’s claim under oath that Diddy had ordered her to get into an inflatable pool filled with baby oil; she’s pictured being sworn in under oath while Diddy watches in a courtroom sketch from Tuesday

Diddy’s foot also appeared to somehow poke through the pool in the fake image.

A second AI image featured a better likeness of Diddy, who was now partially submerged in a larger pool and smiling with an empty expression.

Bobbing up in the water were small plastic bottles that may have been meant to be bottles of the oil that he was allegedly obsessed with having in great quantities at his sex parties.

Also included in 50 Cent’s post was a courtroom sketch showing Diddy watching as his ex Cassie was sworn in under oath before testifying.

‘Damn he did all that s*** to go out like this, SMH This s*** crazier then regular crazy 🤔,’ he captioned the post, while adding a tag to promote his cognac brand, possibly as a final dagger at Diddy, who was also well known for his partnerships promoting Cîroc vodka and DeLéon tequila.

During Cassie’s testimony, she stated that she did not want to get into the baby oil–filled pool that had been set up at Diddy’s freak off party, but she nevertheless did over fears of how her then-partner would react if she refused.

‘Something that Sean wanted to happen, that’s what was going to happen,’ she stated on the witness stand. 

Back in September, 50 Cent previously trolled Diddy about reports that federal agents had seized around 1,000 bottles of baby oil and other lubricants in raids on his homes in Miami and Los Angeles.

The first AI image showed a shirtless Diddy sitting in a blue inflatable kiddy pool in a back yard while riding on a large inflatable yellow duck. The pool was 

A second AI image featured a better likeness of Diddy, who was now partially submerged in a larger pool with what may have been bottles of oil bobbing on the surface

Back in September, 50 Cent previously trolled Diddy about reports that federal agents had seized around 1,000 bottles of baby oil and other lubricants in raids on his homes in Miami and Los Angeles 

Despite their collaborations in the 2000s, 50 Cent told THR in July 2024 that their relationship was purely about ‘work’ and wasn’t a true ‘friendship’; pictured together in 2004

At the time, he posted a photo of himself holding hands with Drew Barrymore on her eponymous talk show. 

‘Here I am keeping good company with @thedrewbarrymoreshow and I don’t have 1,000 bottles of lube at the house,’ read his barbed joke, which again included tags for his liquor companies

While 50 Cent (real name: Curtis Jackson III) has kept his feud alive on social media, with new posts mocking Diddy to coincide with new revelations about his alleged misconduct, the In Da Club rapper went even further late last year when he produced a documentary about the allegations against Diddy that was sold to Netflix.

Confusingly, the feuding rappers previously collaborated on music and were pictured together multiple times in the 2000s.

But 50 Cent clarified in a July 2024 interview with The Hollywood Reporter that his interactions with the disgraced mogul were mostly ‘work,’ and he wouldn’t describe the two as having had a ‘friendship’ even back then.

‘There wouldn’t be disappointment between us if we didn’t speak to each other,’ he explained. ‘There’s points that we worked together. 

‘Jennifer Lopez actually told him he should work with me as songwriter in the beginning,’ he said. ‘And I was around at the early stages, and he could have done my record deal at that point.’

On Wednesday, a top legal expert explained the potentially ‘toxic’ legal strategy that Diddy appeared to be unveiling at the start of his federal trial in Manhattan.

After Sean ‘Diddy’ Combs’ trial wrapped up day two, DailyMail.com looks at the ‘toxic’ legal strategy the disgraced rap mogul may be taking to avoid conviction on his most serious charges; (L–R) Diddy, US District Judge Arun Subramanian and prosecutor Emily Johnson seen in a courtroom sketch from Monday

Speaking exclusively to DailyMail.com, Bobby Taghavi, Legal Expert and Managing Partner of the Sweet James law firm, explained why the defendant may be admitting to a history of ‘domestic abuse’ in his relationship with Cassie.

‘Given the volume of video evidence, testimony, and public allegations, the defense’s decision to acknowledge Sean ‘Diddy’ Combs’ history of violence — particularly acts of domestic abuse — comes as no surprise,’ he said.

According to Taghavi, Diddy may be willing to risk the possibility of future charges in hopes of getting out of the more serious crimes he is accused of.

He said the defense’s strategy ‘appears to be a calculated effort to get ahead of the most damaging evidence and to frame those acts as issues that may warrant state-level domestic violence charges, rather than the far more serious federal charges of racketeering conspiracy and human trafficking that carry significantly harsher penalties.’

Taghavi says Diddy’s legal team appears to be trying to paint Cassie and other alleged victims’ involvement in his freak offs as consensual choices they made by suggesting they may have craved the access they received to ‘travel, sex, drug use’ and ‘fame and luxury.’

‘The strategy is to recast these events as toxic but voluntary relationships,’ Taghavi continued. 

‘The defense will argue that the women were not forced or trafficked, but rather participated willingly in a high-profile, if dysfunctional, environment.’

However, the attorney thinks the federal prosecutors trying Diddy will have to navigate the overwhelming din of the record executive’s fame and the ‘complex personal dynamics’ involving him if they hope to prove that Cassie and other alleged victims had more than just a ‘series of unhealthy relationships.’ 

Taghavi also suggests Diddy’s lawyers would concede to a history of ‘domestic abuse’ in hopes of claiming his alleged victims were consenting participants

The attorney says Diddy’s lawyers may hope to only deal with less-serious state charges and avoid more serious racketeering and sex-trafficking charges; Diddy seen in 2004 with (L–R) Jay-Z, Usher and Mariah Carey in NYC

According to Taghavi, the defense will claim that Diddy’s alleged victims consented to relationships with him in exchange for ‘travel, sex, drug use’ and ‘fame and luxury’; (L–R) Will Smith, Jay-Z, Ashton Kutcher and Diddy seen in 2004 in LA

‘They will need to show that Combs operated a deliberate, structured system of exploitation — one that qualifies under the legal standards for racketeering and human trafficking.

‘That distinction is critical, and threading that legal needle will be the central battle of this case,’ Taghavi said.

Cassie, who was heavily pregnant when she took the stand to testify, was seen Tuesday in the presence of her ex for the first time since 2018, when she attended the funeral of another of his exes, Kim Porter, who was the mother of three of Combs’ children.

Cassie, who teared up and dabbed at her eyes with tissues during her testimony, described under oath the alleged routines of Diddy’s freak off parties.

She alleged that he had a ‘wet’ fetish, hence his reported obsession with baby oil. 

She claimed the sex parties, in which she was allegedly forced to have sex with male escorts, began with her getting covered in oil, before she and the escort would touch each other sexually, followed by performing oral sex that would escalate to penetrative intercourse.

‘First sex act, masturbating and looking at each other — I would be looking at the escort and they would be looking at me. I would describe what I saw in detail. That is what turned [Combs] on… his fantasy,’ she said on the witness stand.

‘It was always awkward… sitting describing someone’s penis to another male was pretty awkward and humiliating but eventually it became normal. It would lead to intercourse.’

Cassie, who was heavily pregnant when she took the stand to testify, was seen Tuesday in the presence of her ex for the first time since 2018 ; pictured in February 2022 in LA

She said under oath that Diddy required her to be covered in baby oil at freak offs, before having sex with male escorts. She alleged that he sometimes joined in, but at other times he only watched; pictured in 2012 in LA 

Daniel Phillip, 41, (pictured in a courtroom sketch) claimed on Monday that he worked as a male escort and had sex with Cassie at freak offs. The defense tried to attack his credibility after he said he would not ask her for money afterward, and would sometimes go unpaid

Cassie alleged that Diddy and the male escorts would sometimes have sex with her in the same session, or the rapper would have her perform oral sex on him while an escort was having sex with her.

At other times, he would only watch her and an escort have sex.

According to Cassie, the male escorts would only ejaculate if given the OK from Diddy, whom she referred to by his first name, Sean.

She alleged that she would then have to take some of the escorts’ semen into another room, where Diddy had been watching their sex acts, and put it ‘on his chest, on his nipples.’

Cassie also claimed that any escort who ejaculated without Diddy’s permission would be paid less at the conclusion of the party.

On Monday, Daniel Phillip, a male escort, also testified in Diddy’s trial, claiming that he was a part of some of Diddy’s freak offs.

Diddy’s lawyers tried to go after his credibility during cross-examination after Phillip said he sometimes went without payment after his encounters with Cassie. 

‘In my head, I was just excited I was in this world and happy to be involved with people of such notoriety,’ he said. 

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