Diddy dressed as the Pope in shock resurfaced photos from Heidi Klum’s 2008 Halloween party – as the rapper awaits trial on sex trafficking charges.
The musician, real name Sean Love Combs – transformed into the head of the Catholic Church in a white skullcap, cassock, red shoulder length cape and multiple crucifixes as he partied at the star-studded bash – 16 years before his fall from grace.
Diddy was seen blessing the crowd and dancing on a table in the controversial ensemble – with his ex girlfriend Cassie Ventura seen in a Wonder Woman outfit.
Back in 2008 the rapper was at the height of his career with an untarnished image.
That year Combs was honored with a star on the Hollywood Walk of Fame, the first male rapper to be so honored.
Diddy dressed as the Pope in shock resurfaced photos from Heidi Klum’s 2008 Halloween party – as the rapper awaits trial on sex trafficking charges
The disgraced star is behind bars in NYC ahead of a May 2025 trial
He also ventured into reality television in August 2008 with the premiere of his VH1 series I Want to Work for Diddy and appeared in two episodes of Season 7 of CSI: Miami in the role of lawyer Derek Powell.
In May 2024 a 2016 video would emerge of the rapper shirtless with a towel wrapped around his waist, chasing Cassie down the hall at the InterContinental Hotel in Century City before grabbing and kicking her.
Cassie claimed in a since-settled lawsuit that Diddy had paid the same hotel $50,000 for the footage after the attack.
Cassie sued Combs last year alleging rape and a range of other offenses.
They settled out of court in November for an undisclosed amount.
In a statement at the time, Cassie said: ‘I have decided to resolve this matter amicably on terms that I have some level of control,’ Cassie said in a statement.
‘I want to thank my family, fans and lawyers for their unwavering support.’
This comes as Diddy faces a new lawsuit alleging sexual assault against a 13-year-old girl.
The musician, real name Sean Love Combs – transformed into the head of the Catholic Church in a white skullcap, cassock, red shoulder length cape and multiple crucifixes – his ex girlfriend Cassie is seen bottom right in a Wonder Woman outfit
Diddy was seen blessing the crowd and dancing on a table in the controversial ensemble
The star blew on a whistle as he partied hard at the star-studded bash
Diddy looked to have partied hard at the wild bash
The rapper looked bleary-eyed as he danced on a table
The same night Jennifer Lopez and Diddy were pictured arguing at a party together before leaving later on alongside his entourage.
The alleged incident is said to have occurred at a house later that night, but the timing adds a troubling layer to the evening’s events and raises questions about the dynamics of Diddy and Jennifer’s relationship during a time now overshadowed by serious allegations.
The couple stayed together for another five months, eventually splitting in February 2001.
The new legal filing seen by DailyMail.com claims Diddy had allegedly ‘aggressively approached’ the young girl with a ‘crazed look in his eyes’ before sexually assaulting her.
She claims an unidentified male celebrity also raped her while Diddy and an unnamed female celebrity watched. There is no suggestion this woman was Jennifer.
Diddy has denied the allegations. His attorneys told DailyMail.com he ‘never sexually assaulted anyone’ and said the most recent ‘barrage of filings’ were nothing but ‘clear attempts to garner publicity’.
Diddy was arrested last month on federal charges of racketeering, conspiracy, sex trafficking and transportation for purposes of prostitution – and is incarcerated at the Metropolitan Detention Center (MDC) in Brooklyn, a prison that previously held Jeffrey Epstein , Ghislaine Maxwell and R Kelly .
In May 2024 a 2016 video would emerge of the rapper shirtless with a towel wrapped around his waist, chasing Cassie down the hall at the InterContinental Hotel in Century City before grabbing and kicking her (seen together in 2016)
The rapper is filmed kicking Cassie as she lay on the ground
Appearing on DailyMail.com’s hit podcast The Trial Of Diddy, prison expert Larry Levine said Diddy is visited by a psych team everyday.
‘He’s not really on suicide watch but my inside source there tells me that there is someone coming by to visit with him several times a day, you know, to make sure that he’s okay,’ Levine remarked on the podcast.
‘My sources are telling me that [Diddy] is getting extra showers a week,’ he alleged. ‘I don’t know how many. It probably varies. They’re giving them extra privileges.’
Meanwhile, Combs’ lawyers are still trying to get him out of jail and filed an appeal to the 2nd U.S. Circuit Court after two judges rejected his release on bail. The matter will be discussed at a hearing on November 4.
Last week Diddy’s seven children shared a joint statement supporting him on Tuesday morning ahead of his May 5th federal sex-trafficking trial.
‘The past month has devastated our family,’ they wrote on Instagram .
‘Many have judged both him and us based on accusations, conspiracy theories, and false narratives that have spiraled into absurdity on social media. We stand united, supporting you every step of the way. We hold onto the truth, knowing it will prevail, and nothing will break the strength of our family. WE MISS YOU & LOVE YOU DAD.’
The family statement came two days after the Buzbee Law Firm, AVA Law Group, and Curis Law filed seven more lawsuits (four men and three women) in the US District Court in Manhattan against the three-time Grammy winner alleging aggravated sexual assault, sexual abuse, and sexual exploitation between 2000-2022.
Lead counsel Tony Buzbee has gathered enough evidence to file 120 victims’ (as young as nine and 13) lawsuits thanks to a hotline he set up for victims and witnesses which amassed 12K calls in 24 hours.
‘He is being treated like any other detainee awaiting trial. As with all public figures in his position, he was placed on suicide watch upon admittance to the facility as a precaution’; seen in a court sketch from September 18
Diddy’s attorney Marc Agnifilo dismissed the latest lawsuits as ‘clear attempts to garner publicity’ and they ‘have full confidence in the facts, their legal defenses, and the integrity of the judicial process.’
The Emmy-nominated producer – who was arrested September 16 in Manhattan after a grand jury indictment – ‘has never sexually assaulted anyone – adult or minor, man or woman,’ they added.
Diddy has pled not guilty to charges alleging he coerced and abused women for years, aided by associates and employees, and silenced victims through blackmail and violence, including kidnapping, arson and physical beatings.
