All the women Diddy was romantically linked to

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Sean “Diddy” Combs has been in the headlines a lot lately due to serious allegations, including a lawsuit filed by his ex-girlfriend Cassie, who accused him of rape, human trafficking, and other crimes.

The controversy brought to light Diddy’s rich 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 1990s before their final 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, 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 his seventh child, Love, with cybersecurity specialist and model Dana Tran.

Following Cassie’s lawsuit, multiple other sexual assault allegations surfaced against Diddy, which he vehemently denied. In March 2024, his properties were searched in connection with sex trafficking allegations, and a disturbing 2016 video of him allegedly abusing Cassie surfaced. Diddy was arrested in September 2024 on 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.

Hylton Bowl

One of Diddy’s first significant relationships was with Hylton in the ’90s. Their relationship resulted in the birth of his first son in 1993. Hylton played a significant role in Diddy’s early career, helping him curate a style for artists at Uptown Records. “He had a new position at Uptown Records and was responsible for the musical, but also the visual, presentation of the album,” she recalled. BET in March 2023. Despite their separation, 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 1990s after splitting 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 a previous, unnamed relationship, parented by the couple.

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

Sarah Chapman

While still in a relationship with Porter, Diddy welcomed a daughter, Chance, with Chapman. Their relationship was mostly platonic, centered around co-parenting their child. Diddy expressed gratitude for her role as a businesswoman, saying, “We thank God for you every day! We are so grateful to have you in our lives!” in a since-deleted Instagram post.

Jennifer Lopez

Diddy and Lopez’s high-profile romance 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 it as “without a doubt one of my greatest loves” in a 2017 interview with I’ll Be Missing You. Entertainment tonight. Although they split due to infidelity, he spoke fondly of their time together, telling the outlet that he “didn’t know how big it would be, but it was a great moment for her.”

Cassie Ventura

After finally splitting from Porter in 2007, Diddy began a long and tumultuous relationship with singer Cassie later that year. Following their 2018 split, Cassie made serious accusations against Diddy, filing a lawsuit in November 2023 accusing him of rape, sex trafficking, and other acts during their relationship.

The complaint described a pattern of control and abuse, alleging that Diddy exercised “total control” over her life, often resorting to violence. One of the most shocking pieces of evidence was a video released in May 2024 that allegedly showed Diddy assaulting Cassie in a hotel in March 2016.

Lori Harvey

In 2019, Diddy sparked rumors of dating Lori Harvey, the daughter of comedian Steve Harvey. Their relationship was short-lived, as Harvey unfollowed Diddy on social media shortly after they were seen walking together in New York City’s Soho neighborhood. However, Harvey denied the relationship rumors.

Young Miami

Diddy was first seen in a relationship with rapper Yung Miami in 2021, but it wasn’t until 2022 that she began talking about their relationship on her podcast. Caresha please. When asked by Young Miami about their relationship status, Diddy replied, “We’re dating. We’re hooking up. We go on dates. We’re friends. We go to exotic places. We have a great time.” She later explained her situation XXL Magazinesaying, “We’re dating. We’re single, but we’re dating,” emphasizing their casual approach.

Dana Tran

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

If you or someone you know has been a victim of sexual assault, call the RAINN national hotline for support: 800.656.HOPE (4673).