Diddy has been accused in a new lawsuit of drugging and sexually assaulting a woman during a party in New York City in 2006.

The lawsuit, filed by LaTroya Grayson, claims the incident occurred at an exclusive event hosted by Hip-Hop mogul Sean “Diddy” Combs after she and her sibling won a contest organized by an Oklahoma radio station.

The prize included airfare, accommodations in Manhattan, and access to what was initially promoted as Combs’ “White Party,” which later turned into a “Black Party.”

Grayson alleges that she entered the party alone after security prevented her sibling from joining her. She says she consumed two cocktails before feeling extremely disoriented and heading to the restroom.

According to the court documents, her memory of the evening abruptly ends there. The lawsuit says Grayson woke up hours later at Saint Vincent’s Medical Center wearing a torn shirt and no undergarments.

She reportedly had no recollection of how she ended up at the hospital, an assertion outlined in the filing.

After returning to Oklahoma, she claims she received an anonymous phone call from a woman who warned her against pursuing legal action against Combs.

The alleged threat, paired with the trauma of the experience, prevented Grayson from coming forward for years, her legal team states.

This lawsuit comes amid a growing number of allegations against Combs, who has faced accusations of violence, coercion, and misconduct from over two dozen women.

He is currently jailed at the MDC lockup in Brooklyn, where he is being held without bond on sex trafficking and RICO charges.

The Grammy-winning artist and entrepreneur has not publicly commented on the recent claims.

Sean “Diddy” Combs and alleged murderer Luigi Mangione are at the heart of two of the nation’s highest-profile criminal cases—yet their stories intersect in an extraordinary legal twist involving a husband-and-wife team of attorneys.

Karen Friedman Agnifilo and Marc Agnifilo, veterans of the legal world, now find themselves shouldering representation of the powerful Hip-Hop mogul and the man accused of killing UnitedHealthcare CEO Brian Thompson in what prosecutors describe as a calculated act of domestic terrorism.

Few would have predicted that two legal cases commanding such overwhelming public attention would hinge on the legal expertise of one household.

Karen Friedman Agnifilo, a former prosecutor with the Manhattan District Attorney’s Office, has taken on Mangione’s defense amid accusations stemming from Thompson’s December 4, 2024, slaying in Midtown Manhattan.

Mangione, who faces both state and federal charges—including first-degree murder in furtherance of terrorism—has been painted by authorities as a man driven by resentment toward the healthcare industry.

Evidence discovered at the crime scene included shell casings marked with cryptic words like “deny,” “depose,” and “delay,” along with writings detailing grievances against health insurance practices.

Only days after Thompson’s murder, Mangione was captured in Altoona, Pennsylvania, carrying a gun, fake identification, and a significant sum of cash.

Federal authorities have signaled that a conviction on federal charges could lead to the death penalty for the 48-year-old suspect.

Meanwhile, Marc Agnifilo, a seasoned defense attorney whose high-profile clientele previously included Harvey Weinstein, is defending Sean “Diddy” Combs, one of Hip-Hop’s most enduring figures, against a battery of allegations involving sexual assault, sex trafficking, and racketeering.

Combs, 54, is also embroiled in over 20 civil lawsuits filed by lawyer Tony Buzbee that stretch back as far as 1991 and cover explosive allegations of coercion, non-consensual recordings, and illicit activity spanning three decades.

Facing federal charges ahead of a May 5 trial date, the music mogul has maintained his innocence, resolutely denying all allegations and attributing them to opportunism.

The Agnifilos’ respective clients could hardly be more different—Mangione, allegedly consumed by anger over healthcare inequalities, versus Combs, a music icon facing a wholly different public reckoning over wild “Freak Off” parties.

Both men are being housed at the notorious MDC jail in Brooklyn, New York.

Whether in the acts of a man accused of rage-driven terrorism or in the dramatic courtroom battles facing an entertainment legend, one undeniable truth emerges: the Agnifilos’ unassuming household now serves as a nerve center for two of the most consequential legal battles of the decade.

Sean “Diddy” Combs appeared markedly diminished Wednesday (December 18) in a Manhattan federal courtroom, where the 54-year-old Hip-Hop icon, now facing allegations of racketeering conspiracy and sex trafficking, presented a stark contrast to his once-dominant image in the entertainment world.

Donning a plain khaki inmate jumpsuit, Diddy looked thinner and visibly aged, a reflection of his time spent in detention at the Metropolitan Detention Center, where he has been held since September.

Law & Crime reporter Elizabeth Millner described his appearance as “astonishingly thinner,” noting the toll that incarceration appears to have taken.

“He appeared very noticeably thinner, and maybe being locked up in detention is starting to wear on him. He appeared grayer a little bit as well,” Millner said.

It was a striking image of the man who once epitomized the glamor and affluence of Hip-Hop’s golden age.

Prosecutors allege that Diddy orchestrated a criminal operation leveraging his wealth and power, accusations that could result in life behind bars if convicted.

The case, which looms over his once-celebrated empire, is slated for trial in May 2025.

His defense has vehemently argued that any interactions at the center of the charges were consensual, a claim they are expected to champion with rigor in court.

Diddy’s demeanor appeared subdued as he conferred with his legal team ahead of the hearing. However, the solemn atmosphere briefly lifted when his sons, Justin and Christian, entered the courtroom.

Turning to face them, Diddy smiled, waved, and gave what Millner described as a moment of genuine familial warmth.

“He looked back immediately. He smiled, he beamed up, and he waved,” she recounted.

His current state represents a dramatic fall from a life that once showcased opulence and ambition.

Just weeks prior to his detention, footage captured Diddy playing hacky sack in Central Park, but his time in custody seems to show the visible toll his legal mess has taken on his physical well-being.