Music mogul Diddy ordered ex-girlfriend Cassie to hire male prostitutes with ‘large black penises’ and cover herself in oil while he filmed trysts he called ‘Freak outs’ at hotels including Trump International in NYC, lawsuit claims

• R&B legend Cassie filed a lawsuit in Manhattan’s Federal District Court on Thursday and accused Sean ‘ Diddy ‘ Combs of rape and repeated physical abuse
• She claimed he forced her to have sex with multiple male prostitutes while he watched, masturbated and recorded
• Cassie was allegedly required to dress up in lingerie, wear white nail polish to contrast with the skin of the black sex workers and cover herself in oil

Music mogul Sean ‘Diddy’ Combs has been accused of forcing his ex-girlfriend R&B legend Cassie to order male prostitutes with ‘large black penises’ to fulfil his voyeurism fantasies. 

She filed a lawsuit in Manhattan’s Federal District Court on Thursday in which she accused the rapper, who goes by P Diddy, of rape and repeated physical abuse.

Cassie claimed Diddy, 54, controlled and abused her for over a decade as well as plying her with drugs, beating her, and forcing her to have sex with multiple male prostitutes while he watched, masturbated and recorded.  

He called the alleged sexual exploitation ‘freak outs’, according to the lawsuit, and they are said to have taken place in various hotel suites including at the Trump International Hotel in New York City. 

Cassie was allegedly required to dress up in lingerie, wear white nail polish to contrast with the skin of the black sex workers and cover herself in oil.  She called the ordeals ‘horrific encounters’ and said she had to take drugs to disassociate. 

The pair met in 2005 when she was aged 19 and split in 2018. Diddy has vehemently denied all of the ‘offensive and outrageous allegations.’ 

Music mogul Sean ‘ Diddy ‘ Combs has been accused of forcing his ex-girlfriend R&B legend Cassie to order male prostitutes with ‘large black penises’ to fulfil his voyeurism fantasies 

He called the alleged sexual exploitation ‘freak outs’, according to the lawsuit, and they are said to have taken place in various hotel suites including the Trump International Hotel in New York City 

She filed a lawsuit in Manhattan’s Federal District Court on Thursday in which she accused the rapper, who goes by P Diddy, of rape and repeated physical abuse

Among the serious allegations is that Diddy sex trafficked Cassie, 37, to male prostitutes while he watched for sexual pleasure. 

The lawsuit claims she was directed to cover herself with oil and have sex with multiple men – sometimes in masks and costumes.

It states that the music executive, who she first met as a teenager, told her it would ‘turn him on’ if he saw her with ‘another d***’.

He allegedly hired a man and brought him to his home in Los Angeles to engage in the sex acts with Cassie.

‘Mr. Combs directed Ms. Ventura to perform sexual acts with this man while Mr. Combs watched them,’ the lawsuit states.

‘He masturbated while he directed Ms. Ventura and the man to do specific sexual acts. The entire encounter lasted multiple days.’

She claimed Diddy got drunk during a ‘freak off’ around March 2016 and punched her in the face, leaving her with a black eye.

Cassie said she tried to leave the hotel room when he fell asleep but he woke up and began screaming at her.

He allegedly grabbed at her, took the glass vases in the hallway and threw them at her ‘causing glass to crash around them as she ran to the elevator to escape’.

She managed to escape to her apartment but claimed she returned over fears he would be even angrier.

‘When she returned, hotel security staff urged her to get back into a cab and go to her apartment, suggesting that they had seen the security footage showing Mr. Combs beating Ms. Ventura and throwing glass at her in the hotel hallway,’ the lawsuit states.

She alleged that Diddy paid the hotel staff $50,000 for the hallway security footage from that evening.

On another occasion in 2013, Diddy allegedly set up a ‘freak off’ and was charged tens of thousands of dollars in damages by the hotel.

Cassie was expected to facilitate the location and hiring of male sex workers for the ‘freak offs’, according to the lawsuit.

The lawsuit states that the music executive, who she first met as a teenager, told her it would ‘turn him on’ if he saw her with ‘another d***’

Cassie claimed the ‘freak offs’ would often take place in hotel suites including The London Hotel in Los Angeles (pictured)

The lawsuit stated that the ‘freak offs’ sometimes took place at the Mandarin Oriental Hotel in Miami (pictured)

The lawsuit claims Cassie was directed to have sex with multiple men – sometimes in masks and costumes – while the music exec watched, masturbated, and filmed

Cassie, in the documents, called the ordeals ‘horrific encounters’ and said she had to take drugs to disassociate during the arrangements 

She was allegedly instructed to use websites and escort services to find men with ‘large black penises’.

It alleged that Diddy would insist on the encounters weekly and that he repeatedly told her it was ‘our thing’ and ‘our secret’.

Cassie claimed the ‘freak offs’ would often take place in hotel suites including the Trump International Hotel in Columbus Circle, L’Ermitage Beverly Hills, The London Hotel in Los Angeles and InterContinental Hotels across the country.

His assistants would allegedly help set up the ‘freak offs’ by providing baby oil and lubricant.

The lawsuit states: ‘Mr. Combs always supplied Ms. Ventura (and the sex worker) with copious amounts of drugs before and during the FOs.

‘Ms. Ventura was given ecstasy, cocaine, GHB, ketamine, marijuana, and alcohol in excessive amounts during FOs, which allowed her to disassociate during these horrific encounters.

‘It became common place to get IV fluids in the days after an FO to recover from the excessive substances pushed upon her.’

She claimed Diddy would ask her to pour excessive amounts of oil over herself before he instructed her and the sex workers what to do.

‘Mr. Combs would say things like, “grab that big Black d***” and ask her “how does it feel?” as he directed her to perform for him,’ the lawsuit states.

Diddy allegedly used his phone, laptop and tablet to film the ‘freak offs’ and treated it like a ‘personal art project’, adjusting the lighting.

Cassie said she deleted photographs and videos of the sex acts if they were taken on her phone but claimed Diddy told her he kept many.

The lawsuit claims that he raped her in September 2018 and that he forced his way into her apartment after dinner in Malibu, California.

He allegedly tried to kiss her before forcibly removing her clothes and unbuckling his belt.

‘He proceeded to rape Ms. Ventura while she repeatedly said “no” and tried to push him away,’ the lawsuit claims.

Following this alleged incident, Cassie said she took steps to completely separate herself from ‘her long-time abuser’.

She eventually left the home he paid for and returned the car he purchased for her.

But Cassie said she suffers from immense emotional distress from the ‘immense trauma endured over a decade with Mr Combs’.

Cassie said that although she has ‘fully escaped’ Diddy the ‘harm that the assaults and sexual abuse he caused her to experience for nearly a decade will forever haunt her’.

The lawsuit claimed she has required intensive medical and psychological care to recover from ‘trauma she lived through’.

She is seeking unspecified damages. The lawsuit is brought under the Adult Survivors Act – which is a New York law allowing people to file claims even after the statute of limitations has run out.

She claimed that she tried to escape Diddy multiple times but would be found by his ‘vast network of corporations and affiliated entities’ who told her to return to him

Diddy allegedly hired a man and brought him to his home in Los Angeles to engage in the sex acts with Cassie 

Diddy allegedly used his phone, laptop and tablet to film the ‘freak offs’ and treated it like a ‘personal art project’, adjusting the lighting 

The pair met in 2005 when she was aged 19 and split in 2018. Diddy has vehemently denied all of the ‘offensive and outrageous allegations’ 

The suit said: ‘With the expiration of New York’s Adult Survivors Act fast approaching it became clear that this was an opportunity to speak up about the trauma I have experienced and that I will be recovering from for the rest of my life.’

Ben Brafman, Diddy’s lawyer, said: ‘Mr. Combs vehemently denies these offensive and outrageous allegations.

‘For the past six months, Mr. Combs has been subjected to Ms. Ventura’s persistent demand of $30 million, under the threat of writing a damaging book about their relationship, which was unequivocally rejected as blatant blackmail.

‘Despite withdrawing her initial threat, Ms. Ventura has now resorted to filing a lawsuit riddled with baseless and outrageous lies, aiming to tarnish Mr. Combs’s reputation and seeking a payday.’

But her attorney Wigdor told DailyMail.com: ‘Mr. Combs offered Ms. Ventura eight figures to silence her and prevent the filing of this lawsuit. She rejected his efforts and decided to give a voice to all woman who suffer in silence. Ms. Ventura should be applauded for her bravery.’

Diddy, who also goes by the stage name Puff Daddy, is worth an estimated $1 billion after being one of the star figures in the commercialization of hip-hop in the 1990s.

He grew to be one of his generation’s most notable music producers – working with names such as Notorious B.I.G. and Mary J. Blige.

Diddy founded Bad Boy – his record label – which Cassie was signed to in 2006.

Cassie has since married Alex Fine and has two children with him.

She was swept up in his luxurious lifestyle and reaped the benefits of having her debut album released under his label.

DailyMail.com has contacted Diddy, Trump Hotels, the London Hotel and the Mandarin Oriental Hotel for comment. 

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