Diddy’s life has been marked by a series of incidents and controversies that have captivated and bewildered the public. Diddy’s journey has been anything but ordinary, from legal battles to outlandish behavior. In this exploration, The craziest things Diddy has done, offer a glimpse into the tumultuous world of one of hip-hop’s most fascinating personalities.
1. Investigation Concerning Possible “Bedroom Activity”
It was pretty wild. It was crazy. “Curious things happened there that I didn’t understand.” This is how Usher described, in 2016, the parties he attended while staying with P. Diddy. At the time, the singer was just 13 years old and residing at “Puffy Flavor Camp,” the name of the rapper’s New York City property. Why so young? Because the one who was a child star had to “change his image” and “discover this whole life.” “I saw things. I went there and saw this environment. There were girls everywhere. You opened a door and there was someone having s*x, or people having an *rgy. You never knew what was going to happen”, the R&B star added.
2. The Depraved Attitude of P. Diddy
In 2024, in a podcast, comedian Katt Williams announced that “all the big deviants will finally experience hell in 2024”. “Whether you’re Diddy or anyone else, all the lies will be revealed,” he declared before explaining that he had always refused to party with the rapper. “I refused to be paid 50 million four times. I wanted to protect my integrity and my still virgin hole. Because P. Diddy wants to party too much, and you have to tell him no. I did it “. Producer Uncle Luke, for his part, explained in a podcast in March 2024 that he attended parties at Diddy’s house but always left early: “I came and left quickly.
3. The City College of New York tragedy, 1991
Combs helped promote a basketball game and concert at the City College of New York where nine people were killed and 29 others were injured. The gym had a capacity for 2,730 people but around 5,000 showed up that day for the event, which also did not have enough security to control the crowd. After the organizers closed the doors and prohibited the entry of more attendees, those who were left outside broke the venue doors and headed to the lobby, causing a human stampede. Former Mayor David Dinkins’ administration released a 67-page report titled “A Failure in Accountability” that held Combs responsible for hiring an inappropriate and inexperienced law enforcement force. The rapper settled a series of lawsuits from the families of those who died in the incident, settling the last one in 2000.
4. The Attack On Jake Robles, 1995
Combs and Death Row Records co-founder Marion ‘Suge’ Knight were once friends, but the violent rivalry between that label and Bad Boy Records (created by Diddy) began when Knight’s friend and bodyguard, Jake Robles, was shot. outside a nightclub in Atlanta after an argument with Bad Boy’s people. That night, they were celebrating musician Jermaine Dupri’s birthday at the Platinum City nightclub when, as Fulton’s former lieutenant Chris Howard told it, the men from each label began arguing. Howard noted that he directed Combs and his colleagues out of the club, thinking that this way there would be no delays on the coast and he could allow Knight and his men to leave safely.
However, the former officer narrated in the Los Angeles Times: “Knight’s partner was about to get into the limo when, suddenly, Puffy’s guys came out from a corner and one of them was carrying a gun.” Howard said he chased the suspect, who handed the gun to another person and immediately got into a “car carrying Combs’ colleagues.” Robles died weeks later in a state hospital. Diddy has denied his involvement in the shooting for which Knight has always blamed him.
5. The Attack On Steve Stoute, 1998
In 1998, Combs and two other men attacked Steve Stoute after the businessman, who at the time was Nas’ manager, mistakenly sent MTV a version of the video clip of the two rappers’ collaboration on ‘Hate Me Now.’. It contained footage of Diddy being crucified like Jesus Christ, but the rapper wanted the scene removed, so he became enraged when it aired. Stoute says Combs and two men invaded his New York office and attacked him with a bottle of champagne. The singer was charged with second-degree personal injury and vandalism. The businessman notes that the attack caused him to fracture his jaw and arm, but Combs denied breaking any bones on MTV, where he also said: “Basically, I went to his office and I can’t talk about what happened there, but I can say this: the way I behaved was wrong and I have apologized to Steve for that. “I felt like I let myself down.” Combs was sentenced to attend an anger management class.
6. The Club New York shooting, 1999
In late December 1999, Combs and his Bad Boy Records protégé, Jamal ‘Shyne’ Barrow, were partying at the Club New York nightclub when Diddy knocked over the drink Matthew ‘Scar’ Allen was holding. Allen complained and also threatened to kill Shyne, while someone else threw money in Combs’ face. Prosecutors who handled the case said that in the middle of the dispute, the three men drew their weapons and Shyne fired three shots into the club, which was filled with people. Three of them were injured. Combs, who was arrested for having two 9-millimeter handguns in his car, was charged with weapons possession and persuading his driver to take responsibility. A witness said he saw Shyne and Combs fire their weapons, but Combs was acquitted of all charges while Shyne was found guilty of five of the eight charges against him and was sentenced to 10 years in prison.
7. The Confrontation With J. Cole, 2013
In 2013, Combs was reportedly involved in an altercation with J. Cole at the VMAs awards afterparty that same year. Multiple sources told Complex that a “visibly intoxicated” Diddy confronted Kendrick Lamar over his verse on Big Sean’s single ‘Control,’ where he claimed he was the “king of New York.” Combs reportedly attempted to throw a drink at Lamar before Cole intervened and the two became involved in a fight. However, The New York Post reported that the fight occurred after J. Cole said inappropriate things to Sean Combs and his girlfriend, Cassie. A witness told the media that “there was some pushing, but there were no punches. Although it was a moment of tension.” Both men denied the fight, but Cole would later rap on ‘Let Go My Hand’, “My last beef was with Puff Daddy, who would have thought?”
8. The Alleged Hit On Drake, 2014
In December 2014, Combs allegedly hit Drake for the rights to the beat that the latter used in ‘0 to 100’. The Miami New-Times reported that the two got into an argument outside LIV nightclub during a DJ Khaled event in Miami. There was an exchange of insults that ended with Combs threatening Drake by telling him, “You don’t disrespect me.” Diddy has denied hitting Drake, saying on The Breakfast Club radio show, “I didn’t do anything to him; he is my friend”.
9. Attacks a coach at the University of California, Los Angeles, 2015
In June 2015, Combs became embroiled in yet another fight with University of California, Los Angeles coaching assistant Sal Alosi. TMZ reported that Combs was present during UCLA football practice where Alosi berated his son (and then-player), Justin Combs, saying, “I don’t care if your dad is here. “That’s UCLA and I’m going to treat you like anyone else.” After training, Combs and his son would have gone to Alosi’s office, where the rapper would have “grabbed” him. According to testimony, the rapper was forcibly removed from the scene and then threw a kettlebell at an intern. A spokesperson for Combs Enterprises said: “The various accounts of the event and the charges that have been brought are inaccurate. What we can say at the moment is that whatever actions Mr. Combs took were solely based on the nature of protecting himself and his son.” The Los Angeles prosecutor decided not to file personal injury charges against him.
10. Cassie Files Lawsuit Against Combs, 2023
On November 16, singer and model Casandra ‘Cassie’ Ventura filed a lawsuit against Combs accusing him of having abused her for years. The legal action contains descriptions of episodes of abuse where the rapper would have physically and sexually abused her, in addition to having intimidated her and forced her to have sexual relations with male escorts while he watched her. The lawsuit also claimed that Combs blew up Kid Cudi’s car to prevent him from continuing to have a romantic relationship with Cassie. Through a spokesperson, Cudi confirmed the incident. The rapper has denied the accusations and has claimed that his ex-partner tried to blackmail him for $30 million before filing the lawsuit. On November 17, the two reached an agreement for an unknown sum of money. That same day, his attorney Ben Brafman stated that “Mr. Combs’ decision to sign an agreement does not reverse his position of denying the accusations.”
11. An Anonymous Woman Sues Him For R*pe
Five days after Combs and Cassie settled, a former Syracuse University student sued him for drugging, raping, and recording her without her consent, spreading the material to more people. The legal action dictates that after inviting her to dinner in Harlem in 1991, he took her to a recording studio where he sexually abused her while she “was in a state where she could not walk or stand on her own.” ”. The document says that, days later, a friend of hers confessed to having seen the “sex video” of her in the company of other men. A representative for Combs has denied the accusations and, in a statement sent to TMZ, called them “going after money.”
12. Diddy Receives A Third Lawsuit For Abuse In The Same Week
Just before the deadline stipulated by the Adult Survivors of Sexual Violence Act in New York, a second unnamed woman sued him for sexual abuse. This law, enacted in May 2022, allowed people who were over 18 years old at the time of the alleged cases of abuse to file legal actions against their abusers, overcoming the legal barriers that often leave victims without options. Defenders of the law have called for an extension of the law or the repeal of the limitations. In this lawsuit, the victim claims that Diddy and singer-songwriter Aaron Hall took turns raping her friend and herself in 1990 or 1991. The woman also claims that days later, Diddy attacked her again at the house where she was staying. “He was angry and began to attack and choke the woman to the point where she lost consciousness,” the document says. “Combs was looking for the woman’s friend because he was worried that she would tell the girl he was dating at the time about what he and Hall had done to them.” No representatives for the men responded to the request for comment.
13. A Third Anonymous Woman Sues Him
On December 6, another unnamed woman filed a lawsuit against Combs, Daddy’s House Recordings, and Bad Boy Entertainment, claiming that in 2003, when she was 17 years old, she was the victim of a gang rape between Combs, Harve Pierre (former president from Bad Boy) and another unidentified man. The events would have occurred in the rapper’s studio at Daddy’s House in New York City. The lawsuit claims the teen met Pierre in Detroit, who told her that Combs wanted to meet her. As it was, she was sent on a private jet to Teterboro, New Jersey, before arriving in Manhattan. The three men allegedly supplied him with “absurd amounts of drugs and alcohol.”
The story goes on to say that the situation became “blurred” for her when she was sexually abused by the three men in a bathroom, while she drifted in and out of consciousness, had difficulty breathing, and repeatedly asked them to stop. Combs was the first to abuse her and then watched while sitting in a chair as the other two men did it. The lawsuit also states that after Pierre finished, the survivor was abandoned in the bathroom, where she curled up in the fetal position because of the pain she felt in her private parts. Once she regained her strength, she was taken to an airport and flown back to Detroit.