Adin Ross plans to host a livestream with Diddy if the incarcerated rapper walks out of jail

During one of his recent livestreams, online streamer Adin Ross shared his plans of streaming with Sean ‘Diddy’ Combs if the rapper does not get sentenced. Although the verdict in his trial was delivered on July 2, the sentencing will take place on October 3.

As seen in a post by “@djakademikstv,” Adin Ross played a video of Combs at a graduation ceremony. Pausing the video, the streamer said:

“Yo, if Diddy gets out, I am having him n stream, no cap. Let me explain why I will do it. Innocent till proven guilty. And you all can’t tell me that it would not be the biggest stream ever. You cannot tell me it wouldn’t be the biggest stream ever. You can’t tell me it wouldn’t go crazier than Carti, Trump. It would be the biggest.”

Adin Ross had mentioned Combs during his previous streams as well. During a May 2025 stream with comedian Charleston White, Ross shared that Combs texted him a few years ago, saying:

“Let me see. He said 'Love' to me. He said, 'Love king.' Look, let me show you what he said to me.”

Some time in June 2025, Adin Ross was on a livestream with Myron Gaines and Sneako. When Ross asked Gaines about Combs’ trial, the latter explained that the hip-hop mogul had a strong legal team.

However, he added that the government usually wins its cases, and there were several more witnesses still lined up.

What did Myron Gaines say when Adin Ross asked him about Diddy’s current situation?

Adin Ross asked Gaines if he thought there was hope for Diddy to get out; he speculated that there were slim chances. Gaines argued that the Southern District of New York had a strong case against Combs. He added:

“Then the agency that's going after him is the agency that actually work[s] for Homeland Security so I know that they wouldn't bring a case like unless they knew they were going to win.”

When Sneako asked if there was a real reason authorities were targeting Combs, Myron Gaines explained that it wasn’t about the “freak-off” parties, as many believed. Instead, he said it involved more private situations where Combs allegedly arranged for Cassie and another woman, Jane, to be involved with other men at rented hotel rooms.

Adin Ross then inquired about how things are looking for Diddy currently, to which Gaines responded by highlighting Diddy's past influence:

“I'm a bit older than you guys so I remember when Diddy was the man in early 2000s like like he was like what Drake is now like you couldn't escape this guy on TV he was on MTV everywhere like I know for you younger guys you don't really understand his impact but this dude was huge back in the day.”

Myron Gaines explained that text messages between Cassie and Diddy played a major role in both the prosecution and defense strategies. The prosecution used the texts to argue that Cassie sometimes didn’t want to take part in the alleged “freak-off” situations and also shared photos showing signs of abuse.

Meanwhile, the defense pointed to texts where Cassie sent explicit messages to Combs, suggesting that the relationship was consensual. According to Gaines, while the prosecution claimed Cassie was manipulated and unable to leave due to Diddy’s control over her career, the defense argued that she stayed by choice and could have left at any time.

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