Diddy Allegedly Hosted Freak Offs for Biggie Death Anniversary

Sean “Diddy” Combs’ alleged “freak off” parties were a major topic of discussion during his trial earlier this year, so it’s not surprising that they also play a role in the new docuseries Sean Combs: The Reckoning.

In the third episode of the Netflix series, former male escort Clayton Howard details his alleged encounters with Diddy, 56, and then-girlfriend Cassie (full name Casandra Ventura). Howard claims the duo hired him to participate in dayslong, drug-fueled sex parties that Diddy referred to as freak offs.

“I went to see them every two, three weeks. I was involved with this for a little over eight years,” Howard says in the series, claiming that he was paid $6,000 for his first encounter with the pair.

“[Cassie] would ask [Diddy] if she was allowed to give me fellatio, and he would always agree,” Howard alleged. “That might last an hour or so until she and I could have sex, and he would either consent or tell her she wasn’t ready. The process was always heavily regulated by him.”

During her testimony against Diddy in May, Cassie, now 39, claimed that freak offs took place so often that they “became a job” for her. She further alleged that the 2016 video of Diddy physically assaulting her inside the InterContinental Hotel showed her attempting to leave a freak off.

Diddy was arrested in September 2024 and charged with sex trafficking, racketeering conspiracy and transportation to engage in prostitution. He pleaded not guilty and denied all the allegations against him.

In July, a jury convicted him on two counts of transportation but acquitted him of the other charges. Three months later, he was sentenced to 50 months, or just over four years, in prison with five years of supervised release. He was also ordered to pay a $500,000 fine.

Diddy slammed the docuseries in a statement shared with Us Weekly via his spokesperson on Monday, December 1.

“Netflix’s so-called ‘documentary’ is a shameful hit piece. Today’s GMA teaser confirms that Netflix relied on stolen footage that was never authorized for release,” the statement read. “As Netflix and CEO Ted Sarandos know, Mr. Combs has been amassing footage since he was 19 to tell his own story, in his own way. It is fundamentally unfair, and illegal, for Netflix to misappropriate that work. Netflix is plainly desperate to sensationalize every minute of Mr. Combs’ life, without regard for truth, in order to capitalize on a never-ending media frenzy. If Netflix cared about truth or about Mr. Combs’s legal rights, it would not be ripping private footage out of context — including conversations with his lawyers that were never intended for public viewing. No rights in that material were ever transferred to Netflix or any third party.”

The statement continued, “It is equally staggering that Netflix handed creative control to Curtis ‘50 Cent’ Jackson — a longtime adversary with a personal vendetta who has spent too much time slandering Mr. Combs. Beyond the legal issues, this is a personal breach of trust. Mr. Combs has long respected Ted Sarandos and admired the legacy of Clarence Avant. For Netflix to give his life story to someone who has publicly attacked him for decades feels like an unnecessary and deeply personal affront. At minimum, he expected fairness from people he respected.”

Director Alexandria Stapleton previously said she had acquired the footage legally.

“It came to us, we obtained the footage legally and have the necessary rights,” she claimed to Netflix’s Tudum last month. “We moved heaven and earth to keep the filmmaker’s identity confidential. One thing about Sean Combs is that he’s always filming himself, and it’s been an obsession throughout the decades.”

Keep scrolling for more revelations from Sean Combs: The Reckoning.

No Tupac Songs During Freak Offs

Howard claimed that during his first alleged freak off, Diddy told Cassie to skip a song by Tupac Shakur. “I remember the first night, a Tupac song would come on. He said, ‘Babe, change that,’” Howard recalled. “And she would change it.”

When asked whether there were any other artists Diddy asked to skip, Howard claimed that Shakur was the only one who caused that reaction.

Shakur, who was murdered in 1996 at age 25, was signed to Death Row Records, a record label cofounded by Diddy’s rival Suge Knight. Rumors have circulated for years that Diddy was responsible for Shakur’s murder. He has repeatedly and vehemently denied any involvement in Shakur’s death.

Freak Offs to Commemorate The Notorious B.I.G.’s Death

Howard alleged that he spent every March 9 with Cassie and Diddy, which he believed was a way to commemorate the death of The Notorious B.I.G. (The rapper was murdered on March 9, 1997, at age 24.

“Every March 9, the day Biggie got murdered, they would fly me to wherever they were,” Howard claimed. “I would hang out, drink and party with them for three, four days while I had sex with Casandra. I don’t know if that was his release for that day or whatever, but they always called me on March 9.”

Diddy’s Alleged Fluid Collection

Of all the things Howard allegedly witnessed during his time with Diddy and Cassie, one thing stood out to him as the strangest. “The weirdest thing was they used to physically collect my semen in a cup,” he claimed. “They collected my semen for, like, a year.”

At one point, Howard finally asked Diddy about the “creepy” alleged collection, and the disgraced mogul gave an explanation.

“He told me, ‘I like to see her play with it and drink it.’ He’s like, ‘What’s wrong with that?’” Howard claimed. “I was like, ‘You know, to each his own.’ But after that, they never asked me about it again. They never collected it.”

Diddy’s Son Justin Was Present

In episode four of the docuseries, producer Lil Rod claimed that Diddy’s son Justin Combs was present at a freak off. Diddy, who is a father of seven, shares Justin, 31, with ex Misa Hylton.

“They’ll be doing these freak offs, and it’d be Puff and Justin in the room with multiple women, closed doors and lots of music and lots of drugs,” Rod alleged, claiming that Diddy’s frequent extracurricular activities meant it took them “probably seven months” to record just eight bars of music.

Rod filed a $30 million lawsuit against Diddy in February 2024 accusing him of sexual misconduct and included Justin as a defendant. Diddy denied his allegations and filed to dismiss the lawsuit. In March, a judge dismissed five of Rod’s nine claims against Diddy.

Sean Combs: The Reckoning is now streaming on Netflix.

If you or someone you know has been sexually assaulted, contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673). If you or someone you know is experiencing domestic violence, please call the National Domestic Violence Hotline at 1-800-799-7233 for confidential support. If you or someone you know is a human trafficking victim, contact the National Human Trafficking Hotline at 1-888-373-7888.