Sean Diddy's dating history timeline: From J. Lo to Kim Porter

(Image via Youtube)
Sean Diddy's dating history timeline explored (Image via Youtube)

Sean Diddy, also known as Sean Love Combs is an American rapper, and music producer who won the Guinness World Record in 1997, as the "Most Successful Rap Producer". From winning 3 Grammy Awards to bringing some of the most iconic artists to the rap scene including Usher and Mary J. Blige, Sean Diddy has been a popular name in hip-hop culture ever since he created Bad Boy Records back in 1993.

But the artist has been attached to a history of s*xual assault, including physical violence, abduction, drug abuse, and s*x trafficking. On Tuesday, September 17, 2024, Diddy was arrested from the Park Hyatt Hotel in Manhattan, New York.

But accusations go far back, connected with his long list of partners. Sean Comb has been in a number of relationships, which surfaced among media and public talks dating back to the early 1990s. Here we take a look at Sean Diddy's timeline of dating history.


Sean Diddy's dating timeline explored

1) Misa Hylton

Hot 97's Hip Hop 50 Forever Pre Concert - Source: Getty
Hot 97's Hip Hop 50 Forever Pre Concert - Source: Getty

Diddy first started dating Misa Hylton, a fashion designer during the early 1990s. He had gotten a new position at Uptown Records and was slowly making his presence in the music industry. In December 1993, the couple welcomed their only child Justin Combs, and separated shortly after. The two remained friends throughout the years, raising their child.


2) Kim Porter

(Image via Instagram/@ladykp)
(Image via Instagram/@ladykp)

Kim Porter and Sean Combs started dating in 1994, and the couple welcomed their first child Christian King Combs in 1998. The two broke up a year later when he started seeing Jennifer Lopez. But they kept on facing each other in court, over custody and child support.

Porter had a son named Quincy from her earlier relationship, whom Combs reportedly raised as his own. The two reconciled back again in 2003, after his split with Jennifer Lopez. In December 2006, Porter gave birth to a pair of twins named D’Lila Star and Jessie James.

But the two finally split ways, when Porter got to know that Diddy was also expecting a child with Sarah Chapman while she was pregnant. Tragically in 2018, Kim passed away due to labour pneumonia at the age of 46.


3) Jennifer Lopez

2024 Toronto International Film Festival - 'Unstoppable' Premiere - Source: Getty
2024 Toronto International Film Festival - 'Unstoppable' Premiere - Source: Getty

Sean Combs started dating Jennifer Lopez back in 1999 after he broke up with Kim Porter. The couple dated for two years, before breaking up in 2001. Lopez and Combs mainly reasoned their separation due to their busy work schedules, which intercepted their connection.

In 2000, the two attended the Grammy Awards together and stayed freinds long after their separation. In 2018, the two reunited in a party, and in 2021 Combs posted a throwback picture of both of them together.


4) Sarah Chapman

Sarah Chapman (Image via Instagram/@callmepumpkin) \Tiffany & Co. celebrates the launch of Blue Book 2024: Tiffany Céleste - Source: Getty
Sarah Chapman (Image via Instagram/@callmepumpkin) \Tiffany & Co. celebrates the launch of Blue Book 2024: Tiffany Céleste - Source: Getty

In 2006, while Porter was pregnant, Combs was allegedly expecting a child with Sarah Chapman as well. Sarah went on to give birth to their daughter Chance Combs. After the child's birth, the couple didn't stay together anymore. Sarah didn't hold any grudges against her partner and also mourned the loss of Kim Porter in 2018.


5) Cassie Ventura

Cassandra Ventura popularly known by her stage name Cassie, started dating Combs in 2007. The two shared a romace from time to time for the next decade, until they finally separated in 2018. Cassie was 19 years old when she signed a contract with Combs' label Bad Boy Records. Later, Cassie opened up about her experiences with Diddy's controlling behaviour and constant abuse.

In November 2023, Cassie filed a lawsuit prosecuting him against many crimes including physical abuse, violence and even rape. In May 2024, CCTV footages were leaked where Combs was seen physically harassing her in a hotel.


6) Yung Miami

youtube-cover

Yung Miami, the rapper from the duo City Girls was first linked to Sean back in 2022. In an episode of her podcast Caresha Please, which premiered on June 10, 2022, that Diddy opened up about them being together. He said, he is still not committed, but he was dating Yung and having a great time together.

However in August 2023, during a conversation with The Cut, Yung confirmed that both of them are single. She said,

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

7) Dana Tran

On December 10, 2022, Sean announced the birth of a baby girl via his official X handle. He wrote,

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!

Though the mother was still unidentified, soon Dana Tran was seen holding hands with Love Combs and the father Sean Combs, on the child's Instagram handle.


Check our other articles, as we cover updates on Sean Diddy's arrest. Follow us to be notified of the latest news from the entertainment industry.

Quick Links

Edited by Divya Singh
Sportskeeda logo
Close menu
WWE
WWE
NBA
NBA
NFL
NFL
MMA
MMA
Tennis
Tennis
NHL
NHL
Golf
Golf
MLB
MLB
Soccer
Soccer
F1
F1
WNBA
WNBA
More
More
bell-icon Manage notifications