
A timeline of the rise and fall of Sean ‘Diddy' Combs
For more than two decades, Sean 'Diddy' Combs was one of one of hip-hop's most opportunistic entrepreneurs, spinning his hitmaking talents into a broad business empire that included a record label, a fashion brand, a TV network, deals with liquor companies and a key role in a reality TV show.
But U.S. prosecutors say that behind the scenes, Combs was coercing and abusing women with help from a network of associates who helped silence victims through blackmail and violence.
Combs has pleaded not guilty and denied the allegations. Jury selection for his trial starts Monday.
Here is a timeline of major events in his rise and fall:
1990: Combs, then a student at Howard University, gets his start in the music business with an internship at Uptown Records in New York.
Dec. 28, 1991: Nine people die at a celebrity basketball game promoted by Combs and the rapper Heavy D when thousands of fans try to get into a gym at the City College of New York. A mayoral report lays part of the blame for the catastrophe on poor planning by Combs.
1992: Combs is one of the executive producers on 'What's the 411?,' the debut album by Mary J. Blige.
1993: After being fired by Uptown, Combs establishes his own label, Bad Boy, which quickly cuts a lucrative deal with Arista Records.
1994: Bad Boy releases Notorious B.I.G.'s album 'Ready to Die.' Two months later, Tupac Shakur survives a shooting in New York and accuses Combs and Biggie of having prior knowledge of the attack, which they deny. Shakur was later killed in a 1996 shooting in Las Vegas.
1996: Combs is convicted of criminal mischief after he allegedly threatened a photographer with a gun.
1997: Biggie is killed in Los Angeles. Combs, then known as Puff Daddy, releases 'I'll be Missing You' in honor of his slain star.
1998: Combs wins two Grammys, one for best rap album for his debut 'No Way Out' and another for best rap performance by a duo or group for 'I'll Be Missing You' with Faith Evans. Also that year, Combs' Sean John fashion line is founded.
April 16, 1999: Combs and his bodyguards are charged with attacking Interscope Records music executive Steve Stoute in his New York office in a dispute over a music video. Combs is sentenced to an anger management course.
Dec. 27, 1999: Combs is arrested on gun possession charges after he and his girlfriend at the time, Jennifer Lopez, fled a shooting that wounded three people at a New York City nightclub. Some witnesses tell police Combs was among the people shooting in the club. He is later charged with offering his driver $50,000 to claim ownership of the 9 mm handgun found in his car.
March 17, 2001: Combs is acquitted of all charges related to the nightclub shooting. One of his rap proteges, Jamal 'Shyne' Barrows, is convicted in the shooting and serves nearly nine years in prison. Two weeks after the trial, Combs announces he wants to be known as P. Diddy.
2002: Combs becomes the producer and star of 'Making the Band,' a talent-search TV show.
Feb. 1, 2004: Combs performs at the Super Bowl halftime show along with Janet Jackson, Justin Timberlake and others. A week later, Combs, Nelly and Murphy Lee win a Grammy for best rap performance by a duo or group for 'Shake Ya Tailfeather.'
April, 2004: Combs makes his Broadway acting debut in 'A Raisin in the Sun.'
2005: Combs announces he is changing his stage name to Diddy, getting rid of the P.
March, 2008: Combs settles a lawsuit brought by a man who claims Combs punched him after a post-Oscar party outside a Hollywood hotel the previous year. In May, Combs is honored with a star on the Hollywood Walk of Fame.
2015: Combs is arrested after a confrontation at UCLA in Los Angeles, where one of his sons played football. Assault charges are later dropped.
2016: Combs launches the Capital Preparatory School charter school in Harlem. Also that year, he announces he is donating $1 million to Howard University.
2017: Combs is named the top earner on Forbes' list of the 100 highest-paid celebrities, which says he brought in $130 million in a single year.
2018: Kim Porter, Combs' former girlfriend and mother of three of his children, dies from pneumonia at age 47.
2022: Combs receives a lifetime honor at the BET Awards.
September, 2023: Combs releases 'The Love Album — Off the Grid,' his first solo studio project since 2006's chart-topping 'Press Play.'
Nov. 16, 2023: R&B singer Cassie sues Combs, alleging he subjected her to years of abuse, including beatings and rape. A day later, the lawsuit is settled under undisclosed terms. Combs, through his attorney, denies the accusations.
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Nov. 23, 2023: Two more women accuse Combs of sexual abuse in lawsuits. Combs' attorneys call the allegations false. Dozens of additional lawsuits follow by women and men who accuse Combs of rape, sexual assault and other attacks. Plaintiffs include singer Dawn Richard, a 'Making the Band' contestant who alleged years of psychological and physical abuse. Combs denies all the allegations.
March 25, 2024: Federal agents search Combs' homes in Los Angeles and Miami Beach, Florida.
May 17, 2024: CNN airs video that shows Combs attacking and beating Cassie in a hotel hallway in Los Angeles in 2016. Two days later, Combs posts videos on social media apologizing for the assault.
Sept. 16, 2024: Combs is arrested at his Manhattan hotel. A sex trafficking and racketeering indictment unsealed the next day accuses him of using his business empire to coerce women into participating in sexual performances. Combs denies the allegations. His attorney calls it an unjust prosecution of an 'imperfect person.'
May 5, 2025: Jury selection is scheduled to begin for Combs' trial.
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Toronto Sun
21 hours ago
- Toronto Sun
Sean 'Diddy' Combs' ex-girlfriend 'Jane' to testify at his sex trafficking trial
Published Jun 05, 2025 • 2 minute read Sean "Diddy" Combs looks on as defence attorney Nicole Westmoreland cross examines Dawn Richard during Combs' sex trafficking and racketeering trial in Manhattan federal court, Monday, May 19, 2025, in New York. Photo by Elizabeth Williams / AP Reviews and recommendations are unbiased and products are independently selected. Postmedia may earn an affiliate commission from purchases made through links on this page. NEW YORK — Another ex-girlfriend who alleges she was abused by Sean 'Diddy' Combs and forced to participate in drug-fueled sex marathons is expected to testify Thursday at the hip-hop mogul's sex trafficking trial in New York. This advertisement has not loaded yet, but your article continues below. THIS CONTENT IS RESERVED FOR SUBSCRIBERS ONLY Subscribe now to read the latest news in your city and across Canada. Unlimited online access to articles from across Canada with one account. Get exclusive access to the Toronto Sun ePaper, an electronic replica of the print edition that you can share, download and comment on. Enjoy insights and behind-the-scenes analysis from our award-winning journalists. Support local journalists and the next generation of journalists. Daily puzzles including the New York Times Crossword. SUBSCRIBE TO UNLOCK MORE ARTICLES Subscribe now to read the latest news in your city and across Canada. Unlimited online access to articles from across Canada with one account. Get exclusive access to the Toronto Sun ePaper, an electronic replica of the print edition that you can share, download and comment on. Enjoy insights and behind-the-scenes analysis from our award-winning journalists. Support local journalists and the next generation of journalists. Daily puzzles including the New York Times Crossword. REGISTER / SIGN IN TO UNLOCK MORE ARTICLES Create an account or sign in to continue with your reading experience. Access articles from across Canada with one account. Share your thoughts and join the conversation in the comments. Enjoy additional articles per month. Get email updates from your favourite authors. THIS ARTICLE IS FREE TO READ REGISTER TO UNLOCK. Create an account or sign in to continue with your reading experience. Access articles from across Canada with one account Share your thoughts and join the conversation in the comments Enjoy additional articles per month Get email updates from your favourite authors Don't have an account? Create Account The woman, testifying under the pseudonym 'Jane,' is one of several witnesses accusing the music mogul of violence toward them, including his former girlfriend, R&B singer Casandra 'Cassie' Ventura. Cassie testified earlier in the trial that she was assaulted numerous times by Combs and endured 'hundreds' of sexual performances known as 'freak-offs,' which she says Combs would watch and film. Jane, a single mother, dated Combs for three years beginning in 2020, about two years after Cassie and Combs' relationship ended. Prosecutors said Combs' relationship with Jane began as a romance but soon became reliant on freak-offs in which Jane would perform sexually with male escorts while Combs directed the action. Your noon-hour look at what's happening in Toronto and beyond. By signing up you consent to receive the above newsletter from Postmedia Network Inc. Please try again This advertisement has not loaded yet, but your article continues below. Combs, 55, has pleaded not guilty to charges of running his business empire as a racketeering enterprise, allegedly using employees to enable and conceal the sexual and physical abuse of women over two decades. He faces 15 years to life if convicted. Judge Arun Subramanian was expected to set ground rules to ensure that the privacy of Jane is protected. The Associated Press does not identify people who say they're victims of sexual abuse unless they choose to make their names public, as Cassie has done. RECOMMENDED VIDEO A group of news organizations, including the AP, is challenging a request by federal prosecutors that the court prevent reporters and members of the public from viewing text messages, photographs and other evidence shown to jurors while Jane is testifying. Lawyers for a dozen news outlets filed a letter Thursday asking the judge not to deviate from the normal practice of showing evidence on audience monitors in the courtroom and overflow rooms. Prosecutors contend the exhibits contain identifying information about the woman. This advertisement has not loaded yet, but your article continues below. When he entered the courtroom, the judge told anyone who watches the testimony not to describe or sketch Jane in a way that could reveal her identity. Testimony was expected to resume late Thursday morning with the defense continuing to cross-examinate Bryana 'Bana' Bongolan, a friend of Cassie. A graphic designer, Bongolan testified Wednesday that an angry Combs once dangled her over the 17th-floor balcony of a Los Angeles high-rise apartment building in 2016. She says it traumatized her so much that she still suffers from nightmares. For a time afterward, she said she would wake up screaming. Bongolan told the jurors in Manhattan that Combs lifted her over the railing for 10-15 seconds before pulling her back and throwing her onto patio furniture. 'I was scared to fall,' she said. Bongolan also testified she saw Combs abusing Cassie. Combs' lawyers said Bongolan was a heavy drug user and suggested she may have been high during the alleged attack, which she denies. Bongolan has a pending lawsuit against Combs. NHL Columnists Columnists Columnists Columnists


Winnipeg Free Press
a day ago
- Winnipeg Free Press
A woman testifies Sean ‘Diddy' Combs gave her night terrors by dangling her from a balcony
NEW YORK (AP) — A former graphic designer for Sean 'Diddy' Combs testified Wednesday that he dangled her from a 17th-floor balcony while screaming profanities, leaving her so traumatized she still has night terrors nearly a decade later and would wake up screaming. Bryana 'Bana' Bongolan, 33, a friend of Combs' former girlfriend Cassie, told jurors that Combs lifted her over the railing for 10-15 seconds before pulling her back and throwing her onto patio furniture. 'I was scared to fall,' Bongolan told jurors at the hip-hop mogul's federal sex trafficking trial in Manhattan. She said the September 2016 attack at Cassie's Los Angeles apartment caused a bruise on her leg and pain to her back and neck. Jurors saw photos of her wearing a neck brace. Her bruise looked like it was the size of a softball. 'I have nightmares and I have a lot of paranoia and I used to scream a lot in my sleep, but it's dissipated a little bit,' said Bongolan, a creative and marketing director at her own art agency. She said her paranoia includes carefully opening doors and peeking into rooms before going inside. Her last nightmare was just a few days ago, she said. Combs' lawyers said Bongolan was a heavy drug user and suggested she may have been high during the alleged attack, which she denies. Bongolan has a pending lawsuit against Combs. Bongolan took the stand during the fourth week of testimony in Combs' trial, and was a prelude to the next big prosecution witness: a woman using the pseudonym 'Jane' who alleges she was abused by Combs and made to participate in drug-fueled 'freak-off' sex marathons. She's expected to testify Thursday. Bongolan is one of several witnesses to accuse Combs of violence toward them. She testified she also saw him abusing Cassie, the R&B singer whose real name is Casandra Ventura. Cassie testified over the course of four days that Combs beat her and subjected her to hundreds of freak-offs. Other witnesses described seeing similar abuse. Before Bongolan, forensic video expert Frank Piazza testified about security footage of Combs beating Cassie in a Los Angeles hotel hallway in March 2016. Jurors have seen the footage more than a dozen times. Piazza also analyzed 10 sexually explicit videos from Cassie's device. Those were not shown. Combs, 55, has pleaded not guilty to charges of running his business empire as a racketeering enterprise, allegedly using employees to enable and conceal the sexual and physical abuse of women over two decades. He faces 15 years to life if convicted. As Bongolan testified, Combs appeared focused and spoke with his defense team. Before his lawyer Nicole Westmoreland began her cross-examination, Combs waved her over and spoke to her briefly. Bongolan, one of at least three witnesses granted immunity, acknowledged that she and Cassie had what Westmoreland characterized as 'a serious drug problem.' Bongolan said they'd sometimes sprinkle cocaine into a marijuana — a 'Coco Puff' — and that she sold drugs to Cassie weekly. She said Cassie sometimes put up the money for drugs, an arrangement Westmoreland described as a 'drug partnership.' Bongolan, who did design work for Combs' companies, said he gave her drugs three or four times, including ecstasy and cocaine, and that she once did ketamine with Cassie and Combs for eight hours during a New Year's Eve party in Miami in 2017. She also testified Combs threatened her at a photo shoot: 'I'm the devil and I could kill you.' Bongolan said the balcony assault happened after he showed up to Cassie's apartment unannounced early one morning, banging angrily on the door. Bongolan, who'd been asleep on the couch with her ex-girlfriend nearby, hid her ex in the bathroom and went to the balcony 'to act casual' and look for marijuana. As she lit the blunt or was about to, Combs grabbed her. Bongolan said Cassie, who was sleeping in the bedroom, then came out and asked Combs: 'Did you just hang her over the balcony?' Told that Bongolan's ex-girlfriend was also in the apartment, Combs swiftly left, Bongolan said. Cassie recounted the episode in her testimony last month, telling jurors: 'I saw him bring her back over the railing of the balcony and then throw her onto the patio furniture.'


Global News
2 days ago
- Global News
Diddy trial: Witness testifies Combs dangled her from a high-rise balcony
A graphic designer testified Wednesday that she was so traumatized after Sean 'Diddy' Combs held her over a 17th-floor apartment balcony that she sometimes screamed in her sleep afterward. Bryana 'Bana' Bongolan, 33, a friend of Combs' former longtime girlfriend Cassie Ventura, said the 2016 assault at Ventura's Los Angeles apartment caused a bruise on the back of her leg, along with back and neck pain. It also left her emotionally scarred, she told the jury. 'I have night terrors and paranoia and I would scream in my sleep sometimes,' said Bongolan, a creative and marketing director who runs her own art agency. Her testimony came in the fourth week of evidence presentation by prosecutors as they seek to prove that Combs oversaw a racketeering organization composed of his employees and associates as he physically and sexually abused women for two decades. Story continues below advertisement Combs, 55, has pleaded not guilty to racketeering conspiracy, sex trafficking and other charges that, if convicted, could send him to prison for 15 years to life. Day 15 Bongolan is the latest woman to testify that the hip-hop mogul acted violently toward her and Casandra 'Cassie' Ventura, who already testified for four days about the abuse she incurred. Other witnesses described seeing him physically abusing women. Ventura testified that she saw Combs bring one of her friends back over the railing of a balcony at her apartment in the early morning. 3:11 Sean 'Diddy' Combs trial: Prosecutors release 2016 hotel assault video Ventura said she was asleep in her room when she awoke to the episode. Get daily National news Get the day's top news, political, economic, and current affairs headlines, delivered to your inbox once a day. Sign up for daily National newsletter Sign Up By providing your email address, you have read and agree to Global News' Terms and Conditions and Privacy Policy 'I saw him bring her back over the railing of the balcony and then throw her onto the patio furniture,' Ventura testified. Story continues below advertisement When Bongolan recalled the attack, she said Combs barged into Ventura's apartment, lifted her up and put her on the rail. She said she feared that she would plummet to her death as she pushed back against Combs. 'I was scared to fall,' she said. Combs was yelling at her throughout the ordeal, Bongolan said, estimating he held her over the railing for 10 to 15 seconds. She said Combs then threw her onto balcony furniture. Adrenaline helped her power through the ordeal, Bongolan said. She recalled getting up immediately after being thrown down. Bongolan said Ventura, who was sleeping in the bedroom, then came out and asked Combs: 'Did you just hang her over the balcony?' Told that Bongolan's ex-girlfriend was also in the apartment, Combs swiftly left, Bongolan said. Story continues below advertisement Bongolan said she has lasting effects from Combs assaulting her. 'I have nightmares and I have a lot of paranoia and I used to scream a lot in my sleep, but it's dissipated a little bit,' she testified. Part of her paranoia, she said, includes opening doors carefully and peeking into rooms before going inside, and she added that she had a nightmare as recently as a few days ago. Bongolan said Combs gave her drugs on three or four occasions, including ecstasy, cocaine, ketamine and G, a substance she understood was the depressant GHB. She said she also did drugs about once a week with Ventura when Combs wasn't around. Bongolan, testifying in response to a subpoena from prosecutors, was granted immunity after she initially said she would refuse to answer questions and invoke her Fifth Amendment right against self-incrimination. She was at least the third witness given immunity to testify. What Combs is on trial for U.S. prosecutors allege that for 20 years, behind the scenes, Combs was coercing and abusing women with help from a network of associates who helped silence victims through blackmail and violence. Combs faces an indictment that includes descriptions of 'freak-offs,' which are defined in the court doc as 'elaborate and produced sex performances that Combs arranged, directed, masturbated during, and often electronically recorded.' Story continues below advertisement Numerous witnesses have come forward to accuse Combs of terrorizing people into silence by choking, hitting, kicking and dragging them, according to prosecutors. One indictment alleges that Combs dangled someone from a balcony. 1:37 Sean 'Diddy' Combs to fight charges with 'all of his energy' Although dozens of men and women have alleged in lawsuits that Combs abused them, this trial will highlight the claims of four women. Combs is charged with sex trafficking, racketeering conspiracy and transportation to engage in prostitution. He has denied all the charges against him and has rejected a plea deal, choosing to go to trial instead. If found guilty in the New York court, he could face life in prison. — Day 15 testimony Day 14 testimony Day 13 testimony Story continues below advertisement Day 12 testimony Day 11 testimony — Global News will be covering the Diddy trial in its entirety. Please check back for updates.