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“See, Diddy is my nickname. Love is my real name. I just changed my name to Love,” stated the man known as Sean Combs during his final appearance on The Ellen DeGeneres Show in May 2022. “Sean Love Combs—that’s what it says on my driver’s license; that’s my official name, Love.” However, it appears that the rapper, who was arrested in New York on September 16, 2024, and charged with racketeering, sex trafficking, and transportation to engage in prostitution, is not merely a figure of sensuality.
Diddy has a lengthy history of known partners throughout the years, but with the recent surge in allegations, his life of “love” has unveiled a more troubling side that raises concerns about his past relationships.
Diddy has consistently maintained that his ex-partner Kim Porter would always hold a special place in his heart. Yet, since her passing in 2018, rumors surrounding his sexual history and allegations of abuse have surfaced. He has notably dated Jennifer Lopez, Lori Harvey, Yung Miami, and others. The hip-hop icon, known for his business ventures in spirits, has a dating history marked by drama. In November 2023, Cassie Ventura accused the rapper of multiple alleged offenses, including claims of rape and abuse. Although the case was reportedly settled, CNN published security footage from 2016 that showed Diddy kicking his then-partner in a Los Angeles hotel on May 19. Since then, Diddy has faced numerous allegations of sexual assault and was taken into custody by federal agents in September 2024 following raids on his residences earlier that year.
Here’s a detailed account of what you need to know about each of his most notable romantic relationships.
Discover the Impact of Diddy’s Relationship with Kim Porter
Combs began dating Porter in 1994. “The first time I saw her, she was at the studio with her ex-boyfriend,” Diddy shared with Essence, referring to singer Al B. Sure, who is the father of Kim’s oldest child, Quincy Taylor Brown. “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.’”
“She kind of made me nervous,” he continued. “She wasn’t like a New York girl. She was Bohemian, mixed with Georgia-peach hospitality. I got the idea she’d like doing things like walking barefoot in the grass. I didn’t think I could get her to like me. She was smooth, you know, like ice. She was cool and collected and thought before she spoke. You meet a lot of young ladies, and they just don’t do that. Kim was never pressed; she was always in control.”
While Kim was in control, Diddy often struggled to manage his love. Kim and Diddy parted ways in 1999 as he began dating Lopez. The couple rekindled their love in 2003 but ultimately split for good in 2007.
During their relationship, Diddy and Kim expanded their family, welcoming Christian Combs in 1998 and twin daughters D’Lila Star and Jessie James Combs in 2006. Diddy also played an active role in raising Quincy, eventually adopting him as his son.
Tragically, Kim passed away in 2018 at the young age of 46. She died in her sleep due to lobar pneumonia.
Explore the Relationship Between Diddy and Misa Hylton Brim
Misa Hylton Brim is a renowned designer and stylist credited with creating iconic looks from the 1990s, according to Capital XTRA. She is also known as Diddy’s high school sweetheart and the mother of his son, Justin Combs. Misa and Diddy welcomed Justin in 1993 and have co-parented their son since.
“Kim, for the last 20 years, we have raised our children together; my mind cannot begin to wrap around the fact that you are not going to be here,” Misa expressed following Porter’s death, as reported by People. “Thank you for being a second mother to Justin and for loving Niko and Madison just the same,” she added, referring to her children from another relationship.
Uncover the Brief Romance of Diddy and Sarah Chapman
Diddy shared a brief romantic relationship with Sarah Chapman in the early 2000s. Their relationship was long enough to welcome a daughter, Chance Combs, who was born shortly before Diddy’s twin daughters. However, the romance didn’t last long after Chance’s birth, though Sarah seemed to hold no ill will. When Kim Porter passed away, she also mourned the loss.
“Rest in paradise, Kim, and know your kids are covered in prayer and love,” she wrote on Instagram, per PEOPLE. “Your light will always shine through your children, and the way they all love each other is a blessing beyond words.”
Revisit the High-Profile Romance Between Diddy and Jennifer Lopez
One of the highest-profile romances of the late ’90s and early 2000s was that of Sean Combs and Jennifer Lopez. In 1999, Sean began dating J.Lo (while still involved with Kim, which led to the split). J.Lo and Diddy remained together for two years.
“The Puffy era was just kind of a crazy, heightened time in my life. You know, Puffy and I both grew up in the Bronx,” J.Lo shared during an interview with The Breakfast Club in 2019. “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 during that time. We had this crazy, tumultuous relationship that ended with a bang.”
“It was definitely a significant moment, but I felt it was necessary,” she added. “He was meant to be in my life at that time to teach me what I needed to know about the music business and the kind of artist I wanted to be in the music industry.”
The couple publicly announced their breakup on Valentine’s Day in 2001. “Mr. Combs confirmed that he and his love, Jennifer Lopez, have in fact, broken up,” his publicist announced at the time, according to Newsweek. “Mr. Combs confirms this today, as he wishes to put all the rumors surrounding their relationship to rest. At this challenging time, we ask that you respect his privacy.”
J.Lo later revealed in an interview that she ended the relationship because she felt she could never have the family life she desired with the rapper. Moreover, who can forget the drama of the December 1999 nightclub shooting that resulted in Diddy and J.Lo’s arrest, although they were ultimately cleared of all charges?
Investigate the Rumored Romance Between Diddy and Naomi Campbell
For a brief period, Diddy was romantically linked to one of the most beautiful women in the world, Naomi Campbell. Dating rumors began swirling in 2001, when the two were photographed together for British Vogue. Their romance is thought to have blossomed in 2002, but the couple never publicly confirmed their relationship. They remained platonic after the end of their rumored romance.
Learn About Diddy’s Relationship with Cassie Ventura
Cassie (aka Cassie Ventura) began dating the Bad Boy Icon in 2007. Their on-and-off romance was mostly kept under wraps until 2012, when they went public with their relationship, which lasted until their split in 2018. Diddy reportedly was not interested in proposing, leading Cassie to end the relationship. Four years after their breakup, Diddy released a song reflecting on how he had to “move on” and stop mourning their relationship. However, in 2022, he thanked Cassie “for holding me down in the dark times” while accepting the Lifetime Achievement Award at the BET Awards.
After her separation from Puff, Cassie married Alex Fine in 2019, and they welcomed two children together. However, in November 2023, she filed a lawsuit in New York City, alleging multiple complaints, including rape and abuse during their relationship against the rapper. In documents filed in Federal District Court in NYC and reported by the New York Times, she made accusations of “rape and repeated physical abuse over a decade.”
“After years in silence and darkness, I am finally ready to tell my story and to speak up on behalf of myself and for the benefit of other women who face violence and abuse in their relationships,” she stated in a statement obtained by the NYT.
Combs responded fiercely through a statement from his lawyer, Ben Brafman. “Mr. Combs vehemently denies these offensive and outrageous allegations,” Combs’ representative stated. “For the past six months, Mr. Combs has been subjected to Ms. Ventura’s persistent demand for $30 million, under the threat of writing a damaging book about their relationship, which was unequivocally rejected as blatant blackmail. Despite her withdrawal of the initial threat, Ms. Ventura has now resorted to filing a lawsuit filled with baseless and outrageous lies, aiming to tarnish Mr. Combs’s reputation and secure a financial payout.”
However, after a video surfaced of Diddy abusing Cassie, he publicly apologized for his behavior without mentioning her name. Cassie later testified against her ex during Diddy’s 2025 sex trafficking trial.
Reflect on the Short-lived Romance Between Diddy and Cameron Diaz
Considered a brief fling between two ’90s icons, Diddy and Cameron Diaz had a short-lived romance in 2008. In 2014, Us Weekly reported that Diddy attended a dinner where the topic of Cameron dating Benji Madden came up, and he remarked, “If I could turn back time, things would be different.”
Review the Recent Relationship Between Diddy and Lori Harvey
One of Diddy’s most recent romantic entanglements was with Lori Harvey, the daughter of Steve Harvey. The two sparked relationship rumors in July 2019 after being spotted together. Diddy even joined Lori on vacation in Italy with the Family Feud host and Steve’s wife, Marjorie Elaine Harvey. However, the relationship, which neither party publicly confirmed, did not last long. Lori ceased following Diddy online in October 2019 after he was seen with another woman.
Explore the Link Between Diddy and Virginia “Gina” Huynh
Virginia “Gina” Huynh, a model based in Los Angeles, was once linked to Diddy in 2019. In 2022, following the Billboard Awards, Gina claimed that she and Diddy were giving love another chance by posting a picture of him kissing her cheek on her Instagram Story. This caught the attention of Puff’s girlfriend at the time, Yung Miami, who called out for “somebody, please give this girl some attention.”
She was previously anonymous in federal legal documents as “Victim‑3” and made headlines in August 2025 when she wrote a letter to a federal judge urging for Sean “Diddy” Combs to be released on bail before his sentencing.
In the letter to the judge, she expressed, “I am writing because I do not view Mr. Combs as a danger to me or to the community,” according to Variety.
“Our relationship, like many, was not always perfect; we experienced ups and downs, and mistakes were made. But he was willing to acknowledge his mistakes and make better decisions in the future,” she continued. “Over the years that followed, he made visible efforts to become a better person and to address the harm he had caused. By the time our relationship ended, he embodied an energy of love, patience, and gentleness that was markedly different from his past behavior. To my knowledge, he has not been violent for many years, and he has been committed to being a father first.”
Gain Insight into Diddy’s Relationship with Yung Miami
“I’m single. But I’m dating, and I’m just taking my time with life,” Diddy stated on the June 9, 2022, episode of Caresha Please, the podcast hosted by his then-girlfriend Yung Miami. Even though Diddy said he was single, he acknowledged that he and Miami (b. Caresha Brownlee) were indeed an item. “We’re dating. We go on dates. We’re friends,” he clarified. “We visit exotic locations. We enjoy great times together.”
“You’re one of the realest people I’ve ever met, and you’re authentically yourself,” he complimented her on the podcast. “You’re a great mother and an amazing friend. We simply have a good time together.”
However, the rapper confirmed in an April 2023 interview with The Cut that she is no longer dating the Bad Boy Records mogul. “We’re still friends! We’re still good friends!” she stated. “But we’re single. That’s not my man.” She elaborated that their relationship had been intensely intimate.
“We were deeply involved with each other. We were together every day at one point,” she shared. “He supported me, and I supported him. I’ll let the internet label it whatever they want to.”
If you or anyone you know has been sexually abused, please call the National Sexual Assault Hotline at 1-800-656-HOPE (4673). A trained staff member will provide confidential, judgment-free support as well as local resources to assist in healing, recovering, and more.
If you or someone you know is experiencing domestic violence, please call the National Domestic Violence Hotline at 1-800-799-7233 for confidential support.
