Wendy Williams' comments about Diddy's 'playboy lifestyle' resurface as disgraced rapper looks unfazed in Miami

Wendy Williams previously labeled Diddy as manipulative following his breakup with singer Cassie
PUBLISHED APR 1, 2024
Wendy Williams exposed Diddy's bizarre behavior and lifestyle years ago (Wendy Williams Show)
Wendy Williams exposed Diddy's bizarre behavior and lifestyle years ago (Wendy Williams Show)

Trigger Warning: This article mentions sexual assault and sex trafficking which may trigger some readers. Discretion is advised.

MIAMI, FLORIDA: Wendy Williams and Sean 'Diddy' Combs haven't gotten along well over the years. The former talk show host has never held back throughout her career when it came to criticizing Combs, whom she famously dubbed "Puffy."

Williams' harsh remarks about the rapper have come back to light now that Diddy has been the target of several lawsuits alleging sexual assault and sex trafficking.

Diddy was most recently seen at his Miami mansion following a federal agent raid. The rapper seemed to be in a good mood drinking wine and dancing by himself, as reported by The Sun.

Diddy was spotted strolling around his Star Island mansion's pool shirtless, sporting a matching bucket hat and white shorts.

EAST RUTHERFORD, NJ - OCTOBER 27:  Rapper Sean
Rapper Sean 'Diddy' Combs was most recently seen at his Miami mansion following a federal agent raid (Getty Images)

Wendy Williams publicly called out Diddy for trying to 'ruin' her career

The rapper has recently been slapped with many lawsuits accusing him of sexual assault and sex trafficking, coinciding with the resurfacing of Wendy Williams' remarks.

Williams, 59, repeatedly voiced her distaste of Diddy, 54, on her radio show Hot 97, which sparked the beginning of the duo's dispute in the 1990s. Williams was sacked from the radio show in 1998, and she has continued to "believe" that Diddy was involved in it.

Williams achieved popularity with her talk show, 'The Wendy Williams Show,' which debuted in 2008, after splitting from the radio station. Williams covered a wide range of Diddy news, including his multiple legal dramas, throughout her reign on daytime television.

Williams claimed in her 2004 book that Diddy "single-handedly tried to ruin" her career. She wrote, "The hell he put me through. I will never forget. But I don’t hate him."



 

Moreover, Williams persisted in her "belief" that Diddy was at fault for an incident that occurred in front of her radio station in 2005 when she was hosting 'The Wendy Williams Experience.'

The host claimed that Total—a girl group associated with Diddy's musical label, Bad Boy Records—nearly attacked her.

"Once upon a time, there was a music mogul who sent his all-girl group to beat my a** in front of the radio station. Fact!" Williams exclaimed on the show.

However, Diddy has not responded to Williams' remarks, and there was no evidence that he was the real cause of the incident.

Wendy Williams continued to shade Diddy on her talk show

Williams continued to voice her opinions on the music mogul when she went on to host her talk program, 'The Wendy Williams Show.'

Williams talked about Diddy's bizarre lifestyle in a 2015 episode, expressing her opinion that he didn't want to settle down. "I think he’s leading this playboy lifestyle where he’s got these women in his life… where he’s got them hypnotized," she remarked.

Trying to give Diddy the benefit of the doubt, Williams labeled him manipulative when Diddy and his ex-girlfriend Casandra 'Cassie' Ventura ended their relationship permanently in 2018.

NEW YORK, NEW YORK - FEBRUARY 20: Wendy Williams attends Spotify x Cash Money Host Premiere of mini-
Wendy Williams continued to shade Diddy on her talk show (Getty Images)

It seemed as though they had put their differences behind them after years of ups and downs when Diddy joined Williams on her show in 2017.

"I know I piss off a lot of people, including you, but this is a full circle moment," Williams said to Diddy as he took a seat.

Internet says Wendy Williams would have been 'on fire' on Diddy saga

Social media users took to X (formerly Twitter) to assume how it would have turned out if Wendy Williams continued her scathing remarks about Diddy on her famous talk show.

One such X user assumed, "Ooooou Wendy Williams would’ve ate this Diddy story up during Hot Topics tomorrow"

A second one said, "Wendy Williams would be breaking all of this Diddy stuff down.. I can see her now with a chart, a map & her pointer.."

"This would’ve been my reaction if somebody come in the room making noise while I’m trying to see Wendy Williams talk about Diddy," chimed in the third one.

Another one exclaimed, "Oh Wendy Williams would have been on fire on this Diddy saga"

One more added, "I WISH Wendy Williams was healthy and doing well. I would LOVED to hear her take on Diddy. She exposed Diddy decades ago, and many didn't believe her."



 



 



 



 



 

This article contains remarks made on the Internet by individual people and organizations. MEAWW cannot confirm them independently and does not support claims or opinions being made online.

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