Wendy Williams Makes Diddy Prison Prediction: 'You Don't Know the Things That I Know'

Wendy Williams spoke out about her latest prediction involving Sean 'Diddy' Combs and his future in prison. Here's what she said.
Wendy Williams Makes Diddy Prison Prediction: 'You Don't Know the Things That I Know'

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Wendy Williams thinks Sean 'Diddy' Combs will spend the rest of his life in prison. Here's what she said on a radio show in January 2025.

by Lauren Weiler

Published on January 16, 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 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.

“Diddy will go to prison for life, people,” she stated at the end of the call. “You don’t know the things that I know about Diddy back in the day. 
 You know what? It’s about time, people. It is about time. Diddy done.”

Wendy Williams attends the Apple TV+’s ‘The Morning Show’ premiere at David Geffen Hall on Oct. 28, 2019 | Theo Wargo/Getty Images

Wendy Williams made amends with Sean “Diddy” Combs during her career. However, she always had her suspicions regarding his behavior.

“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 referenced the footage of Combs attacking his then-girlfriend, Casandra “Cassie” Ventura,” in a hotel.

“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 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 currently resides at the Metropolitan Detention Center in Brooklyn. While he hoped to attain bail earlier in his case, this didn’t happen. Alleged victims continue to come forward.

How to get help: In the U.S., call the RAINN National Sexual Assault Telephone Hotline at 1-800-656-4673 to connect with a trained staff member from a sexual assault service provider in your area

For more on the entertainment world and exclusive interviews, follow Showbiz Cheat Sheet’s Instagram.



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