Since his ascent to fame in the 1990s, Diddy, aka Sean Combs, has been involved in a number of high-profile relationships. Throughout his career, the No Way Out hitmaker has been associated with a number of well-known celebrities, including Jennifer Lopez and Cassie Ventura. Kimberly Porter was the woman he dated for the longest, beginning in the 1990s and ending in 2007.
Of course, dating has not always been easy for the father of seven children. His public relationship with Lopez and the tragic death of his partner Porter were the starting points of this. The music mogul, 54, has had a number of ups and downs in his love life, prompting fans to speculate about his love life at every turn.
But the relationship that lasted ten years with the late Porter—the mother of three of his seven biological children—seems to have given him the biggest emotional lift of his life.
From J.Lo to Kimberly Porter: The Women Behind Diddy’s Heartache
During his early career as a musician in the 1990s, Sean Combs, aka Diddy, got romantically involved with fashion designer Misa Hylton. When the latter was hired by music group Jodeci, he helped her land her big break. In March 2023, she told BET:
“We were dating at the time and he had just went from intern to A&R.”
After that, in 1994, Combs began dating Kimberly Porter, who passed away on November 15, 2018. Diddy said to Essence,“The first time I saw her, she was at the studio with her ex-boyfriend”, alluding to singer Al B. Sure!
Although Porter maintained control, Diddy’s love was not always under his control. In 1999, the late model and rapper broke up as the latter started dating Jennifer Lopez. Before calling it quits in 2007, Diddy and Porter reignited their romance in 2003.
During their time together, Diddy and Porter started a family. Their kids will be discussed later. Early in the new millennium, Diddy and Sarah Chapman enjoyed a brief romance. After their daughter was born, their romance ended quickly. The rapper took on her legal responsibilities in October 2007.
The loss of Porter also devastated Chapman. According to PEOPLE, she posted on Instagram,
“Rest in paradise, Kim, and know your kids are covered in prayer and love.”
Jennifer Lopez had a sporadic romantic relationship with rapper and record producer (also known as ‘Puff Daddy’) from 1999 to the start of 2001. The Breakfast Club was informed by J.Lo in 2019.
“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.”
They parted ways in 2001. Diddy’s publicist, Nathalie Moar, reportedly told ABC News that the rapper “confirmed that he and his love, Jennifer Lopez, have, in fact, broken up.”
Combs and Cassie Ventura had an eleven-year relationship that lasted from 2007 to 2018. Diddy and Cameron Diaz had a brief romance in 2008, but it was more of a fleeting relationship between two ‘90s icons. According to a 2014 Us Weekly article, Diddy said, “If I could turn back time, things would be different”, in response to a discussion regarding Cameron and Benji Madden’s relationship.
From rumored relationships with other celebrities to his search for love in the aftermath of Porter’s death, Diddy’s romantic pursuits have been closely watched by the public.
Unveiling Diddy’s Family Tree: How Many Kids Does He Have?
Compared to nicknames, Sean Diddy Combs has more kids. There are seven children he has with four different women. Check out the details of Diddy’s family below.
Born in New York in 1993, Justin was Diddy’s first child with stylist and fashion designer Misa Hylton. After appearing with his father on MTV’s My Super Sweet 16, he became well-known throughout the world in 2008.
Quincy was brought into the world in 1991 by model Kim Porter and singer-songwriter Al B. Sure! Diddy eventually adopted Quincy after his late mother started dating the rapper. Three children were born to Diddy and Porter before the latter’s passing in 2018.
In an April 2023 interview with PEOPLE, Quincy discussed the significance of preserving his mother’s legacy.
The businesswoman Sarah Chapman, who had been Diddy’s friend for years, gave birth to Chance on July 20, 2006. The rapper became her daughter’s legal guardian in October of 2007. When Diddy announced the birth of Love Sean Combs, his youngest daughter, on social media (X) in 2022, it startled fans. He welcomed his seventh child, whose mother is Dana Tran.
Throughout it all, the music mogul has shown fortitude and perseverance in the face of heartache, demonstrating that love is a journey fraught with both joy and sadness.
