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P Diddy, also known as Sean Combs or Puff Daddy, is a rapper, record producer, and actor with a storied history in the entertainment industry. While Homeland Security is currently seeking him, we’re taking a look back at his dating history, which includes a long list of exes, ranging from A-list musicians to A-list actors. While some of these relationships were brief, others lasted for years, and Diddy has seven children with four different women. We’ll focus on the confirmed relationships, but we’ll touch on some rumored ones as well.
Misa Hylton: Diddy’s high school sweetheart and the mother of his eldest son, Justin Combs, born in 1993. They were together from 1992 to 1995.
Kim Porter: Diddy’s longest-lasting relationship, dating back to the nineties. They had four children together and remained close friends until Porter’s death in 2018.
Jennifer Lopez: Diddy dated singer, actor, dancer Jennifer Lopez from 1999 to 2001, with Lopez citing infidelity as the reason for their breakup.
Sarah Chapman: Diddy had a brief fling with businesswoman Sarah Chapman, resulting in a child before permanently breaking up with Kim Porter.
Cameron Diaz: A short-term fling around 2008 that reportedly left an impression on Diddy.
Cassie Ventura: Diddy began dating Cassie in 2007. They kept their relationship secret until confirming it in 2012. They had an on-again, off-again relationship until 2018, when they split for good. Cassie later accused Diddy of raping and abusing her during their relationship, which was settled in November 2023.
Gina Huynh: Diddy began seeing model Gina Huynh towards the end of his relationship with Cassie. Huynh accused Diddy of abuse in 2023.
Yung Miami: Diddy confirmed his relationship with City Girls rapper Yung Miami in 2022 but the couple reportedly ended their relationship in November 2023.
Dana Tran: Diddy never confirmed his relationship with Dana Tran, but they welcomed a child, Love Sean Combs, together in 2022.
Unconfirmed ex-girlfriends include Naomi Campbell, Lori Harvey, and Miracle Watts, among others, with whom Diddy was rumored to have had relationships but were never officially confirmed.