Diddy Allegedly Masturbated Into Biggie Smalls' Shirt, New Lawsuit Claims

Sean “Diddy” Combs is facing more legal trouble days after the jury returned a verdict in his federal trial.

In a lawsuit filed in Los Angeles on Monday, July 7, and obtained by Us Weekly, an unnamed John Doe accused Diddy, 55, of sexual harassment, sexual battery, false imprisonment and intentional infliction of emotional distress, among other things.

According to the lawsuit, John Doe’s first unwanted encounter with the disgraced mogul happened in 2005 when he was at a studio playing some of his music for Diddy. At one point, Diddy allegedly asked John Doe if he was looking at his genitals. John Doe tried to “dismiss the bizarre comment,” but Diddy allegedly asked him again and pulled down his pants.

John Doe claimed Diddy then pushed himself toward his face and told him to “suck it” before a “loud buzz” coming through the studio interrupted the moment. Diddy then left the room, and John Doe believed they would never see each other again.

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About two years later, however, the duo allegedly encountered each other during listening sessions for Jay-Z’s American Gangster album, which came out in 2007. In the suit, John Doe claimed that Diddy pulled him away from the group, locked him in a room and drugged him before sexually assaulting him. “The next thing [he] remembers is waking up alone on the couch,” the suit reads. “Everyone who had previously been in the studio was gone and [John Doe] was unable to recognize any of the individuals remaining.”

John Doe’s next encounter with Diddy allegedly happened in September 2020 when they were working on a posthumous project by the late Notorious B.I.G. According to the plaintiff, Diddy took John Doe and other members of the team to a warehouse in Los Angeles that contained clothes worn by Biggie, who died in 1997 at age 24.

Sean ‘Diddy’ Combs and Notorious B.I.G. perform at the International Amphitheatre in Chicago, Illinois, in April 1995. Raymond Boyd/Getty Images

At one point, Diddy and John Doe allegedly ended up alone together in a room where Diddy encouraged him to try on one of Biggie’s jerseys. John Doe claimed that Diddy then began watching porn on his cell phone before grabbing one of Biggie’s shirts and masturbating into it. “Without any provocation, Combs then suddenly told Plaintiff to ‘finish’ Combs off,” the lawsuit alleges. “Before Plaintiff could react, Combs then orgasmed into Notorious B.I.G.’s shirt, laughed and threw the shirt over Plaintiff’s lap and arm, covering Plaintiff in Combs’ semen. Combs then got up, laughed, said ‘R.I.P. Biggie’ and left the room leaving Plaintiff alone with the remnant of Combs’ depravity.”

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Diddy’s legal team denied the lawsuit’s allegations in a statement to Us on Tuesday, July 8.

“Mr. Combs’s trial and acquittal on trafficking and RICO charges proves what we have been saying all along: Mr. Combs never sexually assaulted or trafficked anyone,” the statement read. “That people continue to broadcast and file false accusations — no matter how heinous and uncorroborated — is unfortunate, but Mr. Combs will not back down. He will fight for as long as necessary to win his full vindication.”

This latest lawsuit comes less than one week after Diddy was partially acquitted of the charges in his federal trial following his September 2024 arrest. On Wednesday, July 2, the jury found him not guilty of racketeering conspiracy and two counts of sex trafficking but found him guilty on two counts of transportation to engage in prostitution. (Diddy pleaded not guilty to the charges and has denied all the allegations against him.)

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Following the partial acquittal, Diddy’s lawyers asked the judge to release him on bond until his October 3 sentencing, but Judge Arun Subramanian denied their request. For now, the rapper remains incarcerated at Brooklyn’s Metropolitan Detention Center.

The judge will listen to the defense’s argument for expedited sentencing at a remote hearing on Tuesday. Each transportation charge carries a maximum sentence of 10 years in prison, but legal experts have said it’s unlikely Diddy will receive that much time. Diddy’s defense team is seeking a prison sentence of 21 to 27 months, while prosecutors asked for a sentence of 51 to 63 months. He will also get credit for the time he’s already served since his 2024 arrest.

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.