From A-list parties to federal court, Sean “Diddy” Combs’ world has been turned upside down.
As his high-profile trial nears its conclusion in New York City, new revelations and explicit text exchanges are painting a disturbing picture of the disgraced music mogul’s private life — and it’s all being laid bare for the jury.
Text Messages Raise Eyebrows in Courtroom
On Tuesday morning, jurors were shown a series of racy messages between Diddy and a former girlfriend referred to as “Jane.”
The texts, dated April 7, 2022, suggest she enjoyed their so-called “freak-off” encounters — a term used in court to describe group sex sessions allegedly orchestrated by Combs.
In the exchange, Diddy casually checks in: “How you baby.”
Jane responds warmly, adding flirty emojis and recalling how much she enjoyed their time together.
The prosecution argues that such messages form part of a disturbing pattern of coercion cloaked in luxury and fame.
Defense and Prosecution Gear Up for Final Arguments
The prosecution is expected to rest its case imminently, and notably, the defense doesn’t plan to call any witnesses.
Closing arguments are set to begin on Thursday. Combs has pleaded not guilty and maintains that any sexual activity was consensual.
His team admits he may have been abusive at times but denies any crimes of sex trafficking or racketeering.
Legal experts say it’s likely a smart strategy for Combs not to testify, as taking the stand could allow prosecutors to bring in even more damaging evidence.
Prosecution Brings in 34 Witnesses Against Combs
So far, the trial has seen testimony from 34 individuals, including Diddy’s ex-girlfriend Cassie Ventura, rapper Kid Cudi, singer Dawn Richard, and former assistant George Kaplan.
They’ve detailed allegations of abuse, control, and sexual coercion involving Diddy’s businesses, like Bad Boy Records and Sean John.
Before court started Tuesday, lawyers clashed over whether the jury should be allowed to see text messages between Diddy and Cassie Ventura.
The defense says they prove consent; the prosecution calls them irrelevant.
Technical Issues Delay Shocking Video Footage
Tuesday’s proceedings also faced some hiccups.
The jury was meant to view more “freak-off” videos, but technical issues with headphone batteries put that on hold.
Judge Arun Subramanian had to remind jurors to check their devices before continuing.
Hotline in Montana Overwhelmed With Calls From Alleged Victims
Meanwhile, a quiet call center in Montana is unexpectedly playing a big role in the case.
The center, which answers to “The Sean P Diddy Combs Abuse Helpline,” has been flooded with calls—up to 40 a week.
The hotline is run by Reciprocity Industries and aims to support alleged victims and gather potential new evidence.
Jane’s Messages With Escort Also Shown in Court
The courtroom was also shown messages between Jane and a male escort named Kabrale.
In texts from late 2021, they discuss travel plans and hotel bookings for another alleged “freak-off” encounter.
Prosecutors argue this backs their claim that Combs used money and power to create an organized system of exploitation.
Diddy’s Net Worth Takes a Major Hit
Once estimated at $740 million in 2018, Diddy’s wealth reportedly fell to $400 million by 2024, according to Forbes.
His Holmby Hills mansion in Los Angeles, once appraised at over $61 million, was raided by federal agents and later put up for sale.
Despite past claims of billionaire status, his legal troubles have had a clear financial toll.
Diddy’s Courtroom Behavior and Strict Clothing Rules
Diddy, 55, has been allowed to wear his own clothes during trial, but with restrictions: five pairs of pants, shirts, socks, and only two pairs of shoelace-free shoes.
He was seen Tuesday in an orange sweater, head back, appearing visibly tired at the defense table.
Oprah Shuts Down Rumors With Humor
Even Oprah Winfrey’s name got dragged into the scandal—though unfairly.
Speaking at a Dallas event, Oprah joked she had never been to a “Puff Party” and quickly dismissed an AI-generated deepfake that falsely listed her as a witness.
Her crowd laughed, but the moment underscored just how far-reaching the trial’s cultural impact has become.
Final Witness Takes the Stand
The prosecution’s final witness, Homeland Security Special Agent Joseph Cerciello, returned to the stand Tuesday morning.
His testimony ties together the broader investigation into Combs’ alleged abuse network and will help wrap up the government’s case.
Diddy Criticized Escort in Court-Displayed Messages
In messages with Bridget Collins, who runs an escort service, Diddy reportedly criticized one of the escorts for not “performing.”
Their conversation quickly turned into a dispute over service expectations, with Collins pushing back and reminding Combs of their long-standing business relationship.
Trial Nears End, But Fallout Just Beginning
Whether or not Diddy is found guilty of the charges against him, the trial has already exposed a darker side of his decades-long reign in the music industry.
From salacious texts and alleged sex tapes to witness testimony and hotline tips, the once-revered mogul is facing the most serious reckoning of his career.