Sean “Diddy” Combs has been making headlines recently due to serious allegations made by his ex-girlfriend Cassie, accusing him of rape and sex trafficking. This controversy has shed light on Diddy’s extensive dating history with high-profile celebrities such as Jennifer Lopez, Cassie Ventura, and Kim Porter. Diddy and Porter, who tragically passed away in 2018, shared four children together, while he also has children with other partners, including Misa Hylton and Sarah Chapman. In 2022, Diddy surprised many by welcoming a seventh child with model Dana Tran.
Diddy’s relationship with Misa Hylton in the 1990s resulted in the birth of his first son. Despite their breakup, they have maintained a close co-parenting relationship. His relationship with Kim Porter, one of his most notable, lasted for many years and resulted in three children. Their relationship had its challenges, but they managed to co-parent effectively even after their final breakup in 2007. Diddy’s relationship with Sarah Chapman also resulted in a child, and they have primarily focused on co-parenting.
The rapper’s high-profile romance with Jennifer Lopez began in 1999 and lasted until 2001. Their relationship garnered significant attention, especially after their appearance at the 2000 Grammy Awards. Despite their breakup due to infidelity, Diddy has spoken fondly of their time together. Another tumultuous relationship Diddy had was with Cassie, whom he dated for several years. Following their breakup in 2018, Cassie made serious allegations against Diddy, accusing him of abuse, control, and violence throughout their relationship.
Diddy also sparked dating rumors with Lori Harvey, the daughter of comedian Steve Harvey, in 2019. Their relationship was short-lived, with Harvey unfollowing Diddy on social media shortly after they were seen together in New York City. There were also rumors of Diddy dating rapper Yung Miami in 2021, and the two confirmed they were casually dating in 2022. Diddy welcomed a child with cybersecurity specialist Dana Tran in 2022, though their relationship status has never been confirmed.
In light of the serious allegations against Diddy, including claims of sexual assault and sex trafficking, his properties were raided, and he was arrested in September 2024. However, he pleaded not guilty and was denied bail. The controversy surrounding these allegations has brought renewed attention to Diddy’s past relationships and has sparked conversations about the importance of addressing sexual assault and abuse. If you or someone you know has been a victim of sexual assault, please call the RAINN national helpline for support.
