Kendra Wilkinson, Hugh Hefner’s former girlfriend, shares her experiences at Diddy’s legendary parties

Warning: This article includes discussions of sexual assault allegations, which some readers may find distressing.

Former Playboy model Kendra Wilkinson shared that she had attended a couple of Sean ‘Diddy’ Combs’ parties and discussed her experiences there.

The trial for the 55-year-old rapper Diddy, who faces charges of sex trafficking, racketeering, and transportation for the purpose of prostitution, commenced on May 5. These charges were brought against him last year.

Diddy has entered a plea of not guilty and has consistently denied any allegations of wrongdoing.

Following his arrest on September 16, 2024, Diddy was held at the Metropolitan Detention Center in Brooklyn, New York.

He has been denied bail several times and is accused of organizing events known as ‘Freak Offs,’ where victims were allegedly compelled to participate in group sex acts.

According to an indictment, “After Freak Offs, Combs and the victims typically received IV fluids to recover from the physical exertion and drug use.”

Prosecutors have also accused Diddy, the founder of Bad Boy Records, of secretly recording some of the sex acts during these parties. Judge Arun Subramanian, appointed to the federal bench in 2023, is overseeing the case.

Kendra Wilkinson, known as one of Hugh Hefner’s former girlfriends, confirmed her attendance at some of Diddy’s parties.

In a discussion with KIIS FM host Jackie ‘O’ Henderson, Wilkinson was asked about her experiences at Diddy’s events.

She responded: “I remember just going to like one or two, but again, like I had a great time in my youth.”

Wilkinson continued: “Like, I didn’t really see anything. Like I never saw anything really bad happening around me. Sex is sex, in my opinion.”

When questioned about anything unusual compared to standard Hollywood parties, Wilkinson said: “Look, you’re going to the Playboy Mansion. You know, there’s girls topless in the grotto.”

She added, “Don’t we already know that. […] [The Mansion] was pretty nasty. You know, there was dog poop everywhere and Hef [Hefner] would wobble by and just pick it up with his bare hands.”

Wilkinson has previously mentioned how her experiences with Playboy had a negative impact on her life.

Reflecting on her experiences with Diddy, she noted: “I’m not saying that something bad didn’t happen. I’m saying that, you know, nothing bad ever happened to me.”

Musician Cassie Ventura, Diddy’s former partner, filed a lawsuit accusing him of rape and prolonged abuse, claiming he exploited his power to manipulate and control their romantic and sexual relationship. This lawsuit was settled out of court the following day for an undisclosed amount.

Music producer Rodney ‘Lil Rod’ Jones also filed a lawsuit, alleging Combs ‘sexually harassed, drugged and threatened him,’ according to NBC. Combs’ attorney, Erica Wolff, dismissed these allegations, stating: “Mr. Jones’s lawsuit is pure fiction — a shameless attempt to create media hype and extract a quick settlement.”

Authorities raided Diddy’s properties in LA, Miami, and New York as part of a sex trafficking investigation, executing search warrants in the early hours.

CNN released footage showing Diddy assaulting ex-partner Cassie Ventura in a hotel hallway, reportedly from 2016. This video aligns with Ventura’s allegations in her lawsuit against Diddy.

Diddy later issued an apology video on Instagram and Facebook regarding the assault on Cassie. He admitted: “So difficult to reflect on the darkest times in your life, sometimes you got to do that. I was f**ked up.”

He further confessed: “I mean I hit rock bottom, but I make no excuses, my behaviour in that video is inexcusable. I take full responsibility for my actions in that video, I’m disgusted.”

Following a grand jury indictment, Combs was arrested in Manhattan on charges of sex trafficking and racketeering. According to the BBC, the charges include racketeering conspiracy, sex trafficking, and transportation for prostitution, along with accusations of kidnapping and drugging victims.

The trial date is set for May 5, 2025.

Anthony Ricco, one of Diddy’s defense attorneys, stepped down from the case, citing an inability to continue effective representation. He stated: “Under no circumstances can I continue to effectively serve as counsel for Sean Combs, consistent with the ABA Standards for Criminal Justice.”

Ricco added, “While I am aware that the Local Rule requires that an application for withdrawal of counsel is supported and granted ‘only upon a showing by affidavit or otherwise of satisfactory reasons for withdrawal,’ there are sufficient reasons (related to the protections afforded by the attorney/client privilege) for brevity in my application for withdrawal as counsel in this case.”

Jury selection has commenced in Manhattan federal court, officially beginning Diddy’s trial.

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