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Sean P Diddy Combs’ life turned upside down when his ex-girlfriend Cassie Ventura filed a lawsuit against him for harassment. While the lawsuit was withdrawn and settled outside of court, it led to a flood of lawsuits, allegations, and reports of the music mogul’s alleged problematic behavior.

While fans started seeing him in a new light, the signs have always been there, given how each new day something controversial is unearthed from the rapper’s past. Similarly, once, the actress and host Chelsea Handler once got candid about Diddy’s behavior with her, referring to him as he looked like a r*pist.
Diddy apparently wanted to get together with actress Chelsea Handler
The ex-girlfriend of one ofDiddy‘s most vocal critics, 50 Cent,Chelsea Handlerhas had some disturbing experiences with the music mogul. Their first meeting was when the rapper stopped by for a chat on her famousChelsea Latelyshow.
During the entire interview, the now in-jail rapper tried to constantly woo the actress, trying to get her to go with him. Telling her that he had been waiting to meet her and how good it felt to finally see her in real life, Handler quipped back that he was an hour late.

2 Celebrities Who Publicly Supported P Diddy After His Arrest While Jay-Z and Chris Brown Are Still Silent
They bantered back and forth like this, while Diddy continued to get her attention and charm her. When Handler called him a girl, the rapper stated:I will pull out my schl*ng right here, right now.Although at first, it might appear that the two shared a lot of chemistry with their constant bickering, fans have come to view the video differently today.
Not only do now fans find Diddy’s actions problematic but they also notice how worn out Chelsea Handler appeared with his antics.

Chelsea Handler later referred to Diddy as a ‘r*pist’
Chelsea Handler and Diddy appeared to share some chemistry when the rapper appeared on her talk show. Even though the actress appeared to be tired of his constant flirting, the two appeared to have made their peace by the end of the show. However, it did not take too long for Handler’s opinion about thenow in-jail rapper to be tarnished.
“Women, beautiful women of course”: P Diddy Once Revealed What Was on the Menu of His Wild Parties
In a candid interview onThe Howard Stern Show(viaClassicalite), Handler revealed how uncomfortable the music mogul had once made her when they ran into each other at a party.
He was chasing me around at that party last year. He saw me around this bush and he said, ‘Oh, I’m gonna get you.’ I go, ‘No you’re not. You’re never gonna get me. Get away from me, you’re never going to get anything.’ He was literally chasing me around a bush. I was like, ‘Look at you. You look like a r*pist right now, chasing a woman around a bush at a party.’ And someone came and rescued me.

The actress even covered Diddy’s emerging troubles back in 2023 via anInstagramvideo. Looking back at all these past events and confessions, fans believe that Chelsea Handler certainly knew a lot about Diddy back then and are happy that she managed to ‘escape’ from Diddy’s unwarranted attention back then.
Maria Sultan
Senior Writer
Articles Published :2703
Maria Sultan is a dedicated News Content Writer at FandomWire. With over five years of professional experience and hundreds of published articles, she brings a wealth of expertise to her coverage of Marvel, K-dramas, and the latest on streaming platforms.Her work is not just about reporting news; it’s about providing insightful perspectives on the entertainment trends that matter most.
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Chelsea HandlerDiddy
