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Wendy Williams believes that Sean 'Diddy' Combs may face a lifetime behind bars. This is what she expressed during a radio broadcast in January 2025.
Wendy Williams recently spoke out about Sean “Diddy” Combs while on the air. The talk show host had a longstanding feud with Combs for years before they squashed their beef. In January 2025, Williams discussed the horrors of her conservatorship — and she threw in a prediction regarding Combs’ legal troubles. Here’s what she said about his potential prison sentence and what she allegedly “knows.”
Wendy Williams shared her thoughts on what Sean ‘Diddy’ Combs' prison sentence might entail.
Wendy Williams and Sean “Diddy” Combs’ feud spans back to the ’90s. In 2005, Williams claimed on her radio show, The Wendy Williams Experience, that the girl group, Total, signed to Combs’ record label Bad Boy Records, nearly jumped her. In 2019, she revived the conversation and hinted that Combs was involved. Williams discussed her firing from Hot 97 in 2013 and hinted that Combs had to do with that as well.
Additionally, Williams wrote in her book, The Wendy Williams Experience, that she has “contempt” for Combs. “I will never forget,” she wrote. “But I don’t hate him.” Williams and Combs buried the hatchet later.
In 2024, Combs was arrested and charged with racketeering, sex trafficking, and transportation to engage in prostitution. Williams has spoken out about the arrest. She gave more insight into the situation while speaking on Breakfast Club Power 105.1 FM in January 2025.
“She concluded the call with a definitive statement: ‘Diddy is facing a life sentence, everyone. You have no idea about the secrets I hold regarding Diddy from the past. … Honestly, it’s about time this happens. Diddy is finished.’”
Wendy Williams once claimed that she had predicted the mogul's legal issues.
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Throughout her career, Wendy Williams reconciled with Sean “Diddy” Combs, yet she often harbored doubts about his actions.
“What is really weird is that I have been told by so many people, ‘Wendy, you called it,’” she told DailyMail.com in October 2024, “including some people from my family who have said the same.”
Williams mentioned the video showing Combs assaulting his then-girlfriend, Casandra “Cassie” Ventura, in a hotel setting.
“You know how I feel about that? It is about time,” Williams noted. “To see this video on TV of [Cassie] getting pummeled … it was just horrific. But now you have to think; how many more times? How many people? How many more women? It’s just so horrible.”
In The Wendy Williams Experience, Williams elaborated on how Combs “hides” how dangerous he is. “In my opinion, Puffy is a very dangerous man,” she wrote. “ … Puffy hides behind his shiny suits, which makes him more dangerous because you don’t necessarily see him coming.”
Sean 'Diddy' Combs' court proceedings may be delayed past May 2025.
Sean “Diddy” Combs is set to head to trial in May 2025. However, prosecutors predict that the trial could get pushed if a “superseding indictment” involving minors is filed.
“Minors present a completely different set of circumstances,” Neama Rahmani, a former federal prosecutor, told Law&Crime Network, according to DailyMail.com. “We know through his lawyers, Combs is arguing that the sexual activity happened, but it was consensual. Of course, for sex trafficking, you need one of those elements: force, thought, or coercion. Obviously, minors cannot consent to any sexual activity, so that would be a very different defense entirely.”
Combs is presently located at the Metropolitan Detention Center in Brooklyn. Although he had aspirations of securing bail earlier in the proceedings, that outcome did not materialize. Alleged victims are still stepping forward with their claims.
