If you’ve been following the news for the last year or so, you’re likely already aware of Sean ‘Diddy’ Combs’ recent controversies. The music mogul, who is currently incarcerated while awaiting trial for federal charges of sex trafficking and racketeering, has become the focus of a massive investigation into a series of sexual assaults spanning decades. He has also been in hot water for a video that surfaced last year, which appeared to show him punching, kicking and stomping his former girlfriend Cassie Ventura in the halls of a Los Angeles hotel. At the time of this writing, Diddy has not been convicted of any of these crimes, though it seems clear that the proverbial walls are closing in on him, with a flurry of new alleged victims surfacing. Naturally, the nature of these offenses has left a number of people to wonder if the Bad Boys Records founder has ever been married, and if so, what does his wife make of all this turmoil?
As far as the public is aware, Sean Combs has never been legally married. Still, the rapper formerly known as Puff Daddy has been at the center of a wide array of public relationships, and has fathered seven children between four different women. Despite his marital status as a lifelong bachelor, Diddy’s relationships have been a major aspect of his life and legacy.
Friends of Diddy Call Kim Porter His ‘Soulmate’
Diddy and Kim Porter may have never formally married, though sources close to the couple have referred to them as soulmates on more than one occasion. The pair first met in the early 1990s in a recording studio, while Porter was still dating fellow vocalist and music mogul Al B. Sure. Diddy was working as an A&R for Uptown Records at the time. According to a write-up in Essence, Diddy is quoted as saying, “I wasn’t trying to holler at her or anything, but I was admiring her – her lips, her eyes, her mouth, her shape, her energy – and thinking, ‘I wish I had a girl like that.’”
Combs and Kim Porter began their relationship in 1994, and remained entangled until their split in 1999. Shortly before their split, Porter gave birth to Diddy’s second son, and Diddy formally adopted her first child, whom she shared with Al B. For a time, it seemed as though the duo had created a blended family, though Diddy ultimately upended his home when he left Porter for singer and actress Jennifer Lopez. Despite this complicated development, Diddy and Porter reunited in 2003, maintaining a relationship and even having another pair of children together, before ultimately calling it quits for good in 2007.
Even after the pair had stopped seeing each other romantically, Diddy provided for Porter and the children, purchasing a Toluca Lake, Los Angeles home for the family to the tune of over $5 million. Tragically, Kim Porter passed away in 2018 after suffering a bout of lobar pneumonia. Diddy sold the home shortly thereafter, and took on full custody of each of the couples’ shared children.
Jennifer Lopez Once Described Her Ex as a ‘Mentor’
Sean Combs’ relationship with Jennifer Lopez didn’t result in any new babies, though it was one of the most highly publicized flings that the Bad Boy founder has ever engaged in. The pair first started seeing each other in 1999, while Diddy was still involved with Kim Porter. Once they unveiled their relationship on the red carpet, the two Bronx natives were inseparable, appearing on numerous magazine covers, tabloids and video interviews. During a 2019 interview on The Breakfast Club, Lopez offered a retrospective on her time with Diddy, explaining, “He had been in the music business and had all this success; I was just starting and making my first album when I met him. He became kind of a mentor to me in that moment. We had this kind of crazy, tumultuous relationship that ended in a bang.”
Diddy’s publicist made an official announcement that the rapper and the “Love Don’t Cost A Thing” vocalist had parted ways during Valentine’s Day 2001, with a public statement that described Lopez as Diddy’s “love.” Years later, Lopez revealed that she chose to break up with Diddy after recognizing that she could never settle down and have a quiet family life with him. If the many misconduct allegations about the Bad Boy mogul are in fact true, it seems as though J.Lo dodged a bullet, as the singer has never revealed any horrifying secrets about their relationship thus far.
Cassie Ventura’s Lawsuit Sent Shock Waves Through the Industry in 2023
As previously mentioned, Cassie’s relationship with Diddy has been under the spotlight following a series of media headlines. The “Me & U” singer filed a lawsuit in a New York district court back in November 2023 alleging that Diddy sexually assaulted and abused her on numerous occasions, though the case was ultimately settled out of court just a day later. Since that time, more videos and evidence of the alleged abuse have come to light, including the now infamous hotel surveillance video. Most pop culture onlookers consider Cassie’s lawsuit to be the story that broke the floodgates on Diddy’s alleged widespread misconduct, as the mogul’s many other public accusations began piling up in the public eye shortly after Cassie’s case was dismissed.
While Diddy vehemently denied the abuse allegations outlined in Ventura’s lawsuit, the rapper did apologize for his actions caught on camera. Per CNN, Combs expressed, “I was disgusted then when I did it. I’m disgusted now. I went and I sought out professional help. I got into going to therapy, going to rehab.” The controversial entertainer continued “I had to ask God for his mercy and grace. I’m so sorry. But I’m committed to be a better man each and every day. I’m not asking for forgiveness. I’m truly sorry.”
As for the timeline of Diddy and Cassie’s courtship, the couple first began seeing each other in 2007. The romance was said to be on and off for many years, until their final split in 2018. Throughout that time, the duo collaborated on numerous recordings, including the chart-topping single “Must Be Love.” The story behind Diddy and Cassie’s break-up has been told many times with conflicting information, though Cassie now claims that she had been trying to escape the allegedly abusive partnership for years. When she did manage to dump Combs, Cassie claimed that her reason for leaving the mogul was his inability to commit and buy her a ring. Just a year after their split, Cassie married personal trainer Alex Fine.
Yung Miami and Sean Combs Made Major Money Moves Together
Diddy’s most recent public fling saw him linking up with Florida rapper Yung Miami. The couple confirmed that they were in a relationship in June of 2022, sparking a flurry of rumors that they were engaged to be married. In truth, it seems as though the couple were never extremely serious, and were only seeing each other on a casual basis. Shortly after they went public with their relationship, Yung Miami landed a podcast deal with Diddy’s Revolt TV, which she continues to host to this day. In the debut episode of “Caresha Please,” Diddy appeared as a guest, and clarified the extent of their relationship, explaining “We’re dating. We go have dates. We’re friends.”
In April 2023, Yung Miami confirmed that she was no longer seeing the Bad Boy founder romantically, though she claimed that they were still friends and business associates. In the last year, the 30-year-old has come forward to make several clarifying statements about the nature of her relationship to Diddy, as he faces an avalanche of legal controversies. As recently as August 2024, Yung Miami has clarified that she was never abused by Diddy in any capacity, and has not been a witness to any such violence. Still, she has made it clear that she doesn’t wish to silence the alleged victims of Diddy’s behavior. Per Rolling Stone, Yung Miami simply claims, “I can’t speak on something that wasn’t my experience, and I can’t speak on something that I don’t know. I can’t speak on these allegations because I wasn’t around at the time… That wasn’t my experience.”
What’s Next for Diddy?
For now, it doesn’t seem as though there’s a woman in Diddy’s life. This may be for the best, as the legal fallout of Diddy’s alleged crimes seems to be impacting everyone around him. For the time being, the music mogul has not been found guilty of any of these charges, though most legal analysts agree that Combs is facing a high likelihood of extended prison time. In theory, it may never be too late for Diddy to turn things around and settle down with a romantic partner in the long term. Even if he ends up spending the rest of his days behind bars, there are programs in place which allow incarcerated individuals to find love and even get hitched. Even still, the Bad Boy’s romantic history suggests that marriage is simply not his style.