2025-04-01

Wendy Williams Foresees That Diddy Will End Up Spending His Life Behind Bars

Entertainment
Wendy Williams Foresees That Diddy Will End Up Spending His Life Behind Bars
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"And you know what? It's high time. Diddy's finished."

Wendy Williams wearing gold

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Dia Dipasupil/Getty Images for Vulture Festival

Wendy Williams is convinced that Sean “Diddy” Combs will never see freedom again.

During a recent call-in with The Breakfast Club on Thursday (Jan. 16), the legendary talk show host didn’t hold back when asked about the disgraced Bad Boy CEO.

"Williams forecasted, 'Diddy is facing a lifetime behind bars, folks. You have no idea of the secrets I’ve known about him from years ago. Honestly, it’s about time this happened. Diddy’s time is up.'"

Her long-standing grudge against Combs dates back to 1998 when she alleged he “single-handedly” got her fired from Hot 97. In her 2004 book, The Wendy Williams Experience, she wrote about her “contempt” for Diddy and the struggles she endured because of him. “The hell he put me through—I will never forget. But I don’t hate him,” she said.

In 2019, she alleged that a certain influential "music mogul" dispatched a group of women to confront her outside a radio station, with many suggesting that Diddy was behind the scheme. "There was a time when a music mogul sent his female entourage to assault me right in front of the radio station. It's true!" she recounted back then. "After I completed my shift, I took off my headphones, slung my bag over my shoulder, and noticed a crowd gathering at the window, all staring down at the sidewalk."

The media maven’s disdain for the 55-year-old isn’t a new feeling as she accused the Hip-Hop mogul of derailing her career in 1998. After a few other syndicated radio shows, Williams went on to have her own daytime talk show from 2008 to 2022, when production stopped due to her health. A year later the National Radio Hall of Famer was diagnosed with frontotemporal dementia and progressive aphasia—although she’s asserted that she’s “not cognitively impaired.”

During the TBC interview, Williams emotionally opened up about her conservatorship, which she compared to a “luxury prison.”

She said, “My life is a mess. It feels like I’m trapped in a cage. I’m really alone. I keep my door shut, spend my time watching TV, listening to the radio, and staring out the window. I just sit here as time passes me by. I’m surrounded by people in their 90s, 80s, and 70s. There’s something off about the folks on this floor.”

Through her tears, she pleaded, “They won’t let you go or have anyone come to see you. You can’t even step outside for a walk, go on a trip, or see your family. I’m terrified I won’t get to celebrate my dad’s 94th birthday with him. The day after that isn’t guaranteed.”

Wendy Williams

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On July 23, 2019, Wendy Williams participated in a SiriusXM Town Hall event, which was hosted by SiriusXM's Karen Hunter at the SiriusXM Studios in New York City. This event was captured by Astrid Stawiarz/Getty Images for SiriusXM.

As for Diddy, he’s currently being held in an actual jail as he awaits trial, which is scheduled to begin on May 5. He is held on the federal charges of racketeering and sex trafficking—which he has denied any wrongdoing.

The father of seven has faced bail denial on three separate occasions, with prosecutors asserting that his purported participation in "freak-off" sex parties involved pressuring both women and men into engaging in extreme activities, some of which are reportedly recorded on video.

If found guilty, Diddy could potentially receive a life sentence in prison.

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