All the women Diddy has ever been in a relationship with

Entertainment gossip and news from Newsweek’s network of contributors

Sean “Diddy” Combs has been in the news lately due to some serious allegations, including a lawsuit filed by his ex-girlfriend Cassie, who accuses him of rape, sex trafficking and more.

The controversy has highlighted Diddy’s long history of high-profile relationships since his rise to fame in the 1990s. The rapper has been romantically linked to several celebrities, including Jennifer Lopez, Cassie Ventura and his longest relationship with Kim Porter, whom he dated in the ’90s before they finally split in 2007.

Diddy and Porter, who died in 2018, had four children together: Quincy, Christian, Jessie and D’Lia. The R&B artist also has a son, Justin, from his relationship with fashion designer Misa Hylton, and a daughter, Chance, with a friend named Sarah Chapman. In 2022, he surprised many by announcing that he had welcomed a seventh child, Love, with cybersecurity specialist and model Dana Tran.

Following Cassie’s trial, numerous other allegations of sexual assault surfaced against Diddy, which he vehemently denied. In March 2024, his properties were raided following allegations of sex trafficking, and a disturbing video from 2016, allegedly showing him abusing Cassie, surfaced. Diddy was arrested in September 2024, facing charges including sex trafficking and others, but he pleaded not guilty and was denied bail.

From Jennifer Lopez to Cassie, here’s a complete look at Diddy’s dating history over the years.

Misa Hylton

One of Diddy’s first notable relationships was in the 1990s with Hylton. Their relationship led to the birth of his first son in 1993. Hylton played a significant role early in his career, helping him with the style choices for artists at Uptown Records. “He had a new position at Uptown Records and he was in charge of putting the album together musically but also for their look,” she recalled to BET in March 2023. Despite their split, they have maintained a close co-parenting relationship over the years.

Kim Porter

One of Diddy’s most notable relationships was with Porter, whom he began dating in the ’90s after his split from Hylton. Together, they had three biological children, a son named Christian and twin daughters D’Lila Star and Jessie James. Diddy also had another child named Quincy from an unnamed previous relationship that the couple cared for.

Their relationship had its ups and downs, including when Porter discovered that the producer was having a child with another woman, Sarah Chapman, while she was pregnant with their twins. Despite the betrayal, they managed to stay in touch and raise their children together. After their final split in 2007, Porter said, “In ending this relationship, I made a decision that was in the best interest of me, Sean, and our family.” Following her tragic death in 2018, Diddy often honored her memory on social media in posts that have since been deleted.

Sarah Chapman

While still in a relationship with Porter, Diddy had a daughter, Chance, with Chapman. Their relationship was mostly platonic, centered around co-parenting their child. Diddy expressed his gratitude for the businesswoman’s role, saying, “Thank you God for you everyday! We are so grateful to have you in our lives!” in a now-deleted Instagram post.

Jennifer Lopez

Diddy’s highly publicized relationship with Lopez began in 1999 and lasted until 2001. Their relationship quickly became the talk of the town, especially after their appearance at the 2000 Grammy Awards.

The “I’ll Be Missing You” artist later described her as “without a doubt, one of my greatest loves,” in a 2017 interview with Entertainment TonightAlthough they split due to infidelity, he spoke fondly of their time together, telling the outlet that he “didn’t know how big it was going to be, but it was a big moment for her.”

Cassie Ventura

After his final breakup with Porter in 2007, Diddy began a long and tumultuous relationship with singer Cassie later that same year. Following their breakup in 2018, Cassie made serious allegations against Diddy, filing a lawsuit in November 2023 accusing him of rape, sex trafficking, and other matters throughout their relationship.

The complaint detailed a pattern of control and abuse, claiming Diddy exerted “complete control” over her life, often resorting to violence. One of the most shocking pieces of evidence was a video released in May 2024, showing Diddy assaulting Cassie at a hotel in March 2016.

Lori Harvey

In 2019, Diddy sparked dating rumors with Lori Harvey, the daughter of comedian Steve Harvey. Their relationship was brief, with Harvey unfollowing Diddy on social media shortly after they were spotted walking together in New York City’s Soho neighborhood. However, Harvey has denied the dating rumors.

Young Miami

Diddy was first linked to rapper Yung Miami in 2021, but waited until 2022 to address their relationship via his podcast Caresha please. When asked about their relationship status by Young Miami, Diddy replied, “We’re dating. We hang out. We go on dates. We’re friends. We go to exotic places. We have a good time.” She later clarified their situation to XXL Magazinesaying, “We’re dating. We’re single, but we’re dating,” emphasizing their laid-back approach.

Dana Tran

The music mogul welcomed a child named Love with Tran in October 2022, though he never confirmed their relationship. “I am so blessed to welcome my baby girl Love Sean Combs into the world,” he said. written on X (formerly known as Twitter).

If you or someone you know has been a victim of sexual assault, please call the RAINN National Helpline for help: 800.656.HOPE (4673).