Wendy Williams’ 30-Year History of Calling Out Diddy: A Timeline

For decades, Wendy Williams has been sounding the alarm about the dark side of Sean “Diddy” Combs, pulling back the curtain on his use of force to manipulate people in the music industry. Yet, despite her claims and photograph receipts —dating back to the ’90s—a lot of people brushed her off as just stirring the pot for ratings.

From accusing Diddy of using his power to control his artists and orchestrate her firing from Hot 97, to calling out his toxic relationships, Wendy told us the truth about Diddy way before people were ready to believe it.

And as more stories about Diddy’s private life come out, it’s worth noting that Wendy was right this whole time— the world just wasn’t ready to believe her.

The Truth About Total

Wendy Williams has openly discussed her tense encounter with the R&B group Total, which was signed to Diddy’s Bad Boy Records in the 1990s. Wendy claimed that Diddy sent the group to confront her outside her radio station, seemingly in response to her comments about them being “broke” and “living in the projects,” despite being signed to a major record label.

According to Wendy, the members of Total waited outside the Hot 97 radio station where she worked, and if it weren’t for her then-boyfriend, now ex-husband Kevin Hunter, the altercation might have escalated into physical violence. The group reportedly arrived in a cab, prepared to jump her, but the situation was diffused before it got out of hand. Wendy has referred to them as “three fighting broads” and claimed that the whole incident was a result of Diddy’s influence over them and him using them to retaliate against her for her exposing how he steals from his artists.

US Weekly reports,

Wendy recounted the experience in 2005 during her radio show, The Wendy Williams Experience and again in a 2019 episode of her talk show:

“Once upon a time, there was a music mogul who sent his all-girl group to beat my ass in front of the radio station. Fact!” she claimed. “I finished my shift, round up my headphones, put my bag [on] my arm and I see everybody lined up at the window looking down on the sidewalk.”

“I find this girl group, jump out of a gypsy cab, to come after me,” she alleged. “To beat my ass! For what? You know what I said was true. You all were broke and you were living in the projects, and that was that.”

The Gay Photo Scandal

The Source reports,

On a recent episode of comedian Andrew Schulz’s Flagrant podcast, The Breakfast Club co-host and culture critic Charlemagne Tha God alleges that Diddy got talk show host Wendy Williams fired from Hot 97 over claims that the Bad Boy founder was romantically involved with men.

Charlemagne delves into the almost thirty-year history between his mentor, Wendy Williams, and Diddy.

“Wendy’s whole thing was Diddy was gay,” Charlamagne said. “That’s why Wendy got fired from Hot 97. Wendy got fired from Hot 97 by Diddy ’cause that’s when Bad Boy was smoking hot. She got fired for putting that out there.”

Wendy Williams supposedly had a photo of Diddy in an intimate situation with another man, suggesting that Diddy was physically involved with men, which ultimately got her fired from the radio station in 1998.

Former Bad Boy bodyguard Gene Deal spoke about Williams’ firing in a 2022 interview with Art Of Dialogue.

“The power [Diddy] had with the radio stations in New York, motherfuckers didn’t breathe hard if [Diddy] didn’t want them to,” he said.“[Diddy] got one of the hottest DJs off Hot 97 because she wanted to put up a picture of him getting his pants pulled down. [Diddy] told Hot 97 if they didn’t get rid of her before he got back in New York, that they was not going to get any music from any of his friends, any of the record labels executives that was cool with him. Everyone was going to boycott their station.”

In her 2004 book, The Wendy Williams Experience, she wrote that she had “a certain level of contempt for Puff” because he “single-handedly tried to ruin” her career.

“The hell he put me through,” she penned. “I will never forget. But I don’t hate him.”

In her 2013 VladTV interview, Wendy Williams touched on the fallout she experienced after speaking about a gay rapper during her radio career. While Wendy didn’t name the rapper, she explained that she was “burned at the stake” for discussing this topic, as it was highly controversial within the hip-hop community at the time. She suggested that revealing such information in the 1990s led to significant professional consequences, including her firing from Hot 97.

The Toxic Relationship

Wendy Williams made several remarks over the years suggesting that Diddy was controlling in his relationship with Cassie Ventura. During a 2015 episode of The Wendy Williams Show, Wendy expressed her concerns about the power dynamics in their relationship, given Diddy’s much older age and influential status. Wendy speculated that Diddy had a controlling hold over Cassie, stating that dating a mogul like Diddy made it difficult for someone to truly escape their influence. Like Cassie, literally couldn’t get away from him on her own. She joked that Diddy could easily track her down wherever she was, even implying he could pay off hotel staff to gain access to her room.

“My thing about when you date a mogul, it’s a really difficult thing to avoid them because if you use your head, you never know when they’ll pop up on the scene,” she said.

The Public Reconciliation

Wendy Williams reconciled with Diddy when Diddy appeared on The Wendy Williams Show in 2017. Wendy, known for being outspoken, directly addressed their past tension by acknowledging that she had upset many people over the years, including Diddy. She called the interview a “full-circle moment” and said that despite their rocky past, it was important for them to have this conversation.

Diddy accepted her olive branch, and the two shared an open discussion where he even revealed personal stories, including his regret over the events leading up to the death of his close friend, Notorious B.I.G​(Showbiz Cheat Sheet)​(HipHopDX).

But after that, Wendy continued to discuss Cassie and Diddy’s relationship, particularly after Cassie and Diddy broke up. In 2018, she criticized Diddy’s public attempt to reconcile with Cassie through social media, calling it manipulative. She said that if Diddy genuinely cared for Cassie, he should have reached out privately rather than making grand public gestures.

And now that Diddy has been completely exposed the Wendy audience is just wanting the old Wendy back for just one more episode to talk about Diddy and the baby oil Freak Offs the way only she could.

Leave a comment and share your thoughts on Diddy trying to ruin Wendy’s career and her making it anyway. Do you think he’s one of the reasons Wendy felt like she had to marry the type of man that she married? And what do you think Wendy would be saying about Diddy now? Leave a comment and share your thoughts!

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