Sean Diddy’s Complete Dating History: Timeline of Relationships with J. Lo, Kim Porter, and More

Sean Diddy, also known as Sean Love Combs, is a prominent American rapper and music producer who made history in 1997 by winning the Guinness World Record for the “Most Successful Rap Producer.”With three Grammy Awards to his name and a significant influence on the hip-hop scene, Diddy has played a crucial role in launching the careers of iconic artists like Usher and Mary J. Blige. He founded Bad Boy Records in 1993, solidifying his status in hip-hop culture.

However, Diddy’s legacy is marred by a series of serious allegations, including sexual assault, physical violence, abduction, drug abuse, and sex trafficking. On Tuesday, September 17, 2024, he was arrested at the Park Hyatt Hotel in Manhattan, New York.

These accusations are connected to his extensive dating history, which has been covered by media outlets since the early 1990s. Here, we delve into Sean Diddy’s dating timeline.

Sean Diddy’s Dating Timeline Explored

1) Misa Hylton

Diddy began his relationship with fashion designer Misa Hylton in the early 1990s as he started making headway at Uptown Records. The couple welcomed their only child, Justin Combs, in December 1993, but separated shortly thereafter. They maintained a friendship over the years while raising their son.

2) Kim Porter

Sean Combs and Kim Porter began dating in 1994 and had their first son, Christian King Combs, in 1998. Their relationship ended a year later when Diddy started seeing Jennifer Lopez. Despite their breakup, they often found themselves in court battling over custody and child support issues.

Porter had a son, Quincy, from a prior relationship, whom Combs helped raise. The couple reconciled in 2003 after Diddy’s split with Lopez and welcomed twins, D’Lila Star and Jessie James, in December 2006. Ultimately, they split again when Porter discovered Diddy was expecting a child with Sarah Chapman while she was pregnant. Tragically, Kim Porter passed away from pneumonia in November 2018 at the age of 46.

3) Jennifer Lopez

Combs began dating Jennifer Lopez in 1999 after his breakup with Kim Porter. Their relationship lasted for two years, ending in 2001, primarily due to their demanding schedules. The couple red carpeted together at the Grammy Awards in 2000 and maintained a friendship post-breakup. In 2018, they reunited at a party, and in 2021, Combs shared a nostalgic photo of the two on his social media.

4) Sarah Chapman

While Kim Porter was pregnant in 2006, Diddy was rumored to be expecting a child with Sarah Chapman, who later gave birth to their daughter, Chance Combs. Following the arrival of their daughter, Diddy and Sarah parted ways, but she expressed no ill will and grieved for Kim Porter after her passing.

5) Cassie Ventura

Cassie Ventura, known as Cassie, started dating Combs in 2007 and their on-and-off romance continued for a decade until their split in 2018. Cassie was just 19 when she signed with Diddy’s label, Bad Boy Records. She later spoke out about Diddy’s controlling nature and the abuse she allegedly experienced during their relationship.

In November 2023, Cassie filed a lawsuit against him, accusing him of several crimes, including physical abuse and rape. In May 2024, CCTV footage was leaked showing Diddy physically assaulting her in a hotel.

6) Yung Miami

Rapper Yung Miami from the duo City Girls was first linked to Diddy in 2022. During an episode of her podcast “Caresha Please,”which aired on June 10, 2022, Diddy admitted they were dating, although he mentioned he wasn’t committed. Their relationship seemed to be casual and fun.

However, in August 2023, Yung confirmed their single status in an interview with The Cut, stating,

“We’re still friends! We’re still good friends! But we’re single. That’s not my man.”

7) Dana Tran

On December 10, 2022, Sean Diddy announced the birth of a baby girl via his official X handle, stating,

I’m so blessed to welcome my baby girl Love Sean Combs to the world. Mama Combs, Quincy, Justin, Christian, Chance, D’Lila, Jessie, and myself all love you so much! God is the Greatest!

Although the mother remained unnamed initially, Dana Tran was soon spotted publicly with Diddy and their daughter.

For updates on Sean Diddy’s arrest, check out our other articles. Follow us for the latest news in the entertainment industry.

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