Sean “Diddy” Combs' Loves & Hookups

Who is Sean "Diddy" Combs' dating? Who Sean "Diddy" Combs' dated; list of Sean "Diddy" Combs' loves, ex girlfriends; breakup rumors. The loves and relationships of Sean "Diddy" Combs, listed by most recent.

  • Jocelyn Chew
    Photo: Reckless Dream Photography / Wikimedia Commons

    Jocelyn Chew

    Following his split with long-time girlfriend Cassie Ventura, which was made public in October 2018, Diddy is reportedly dating model Jocelyn Chew.

  • Diddy and Cassie Ventura met in the early 2000s but didn't start publicly dating until 2012. In the years since, the two have broken up and got back together, though they were exclusive for nearly 10 years. In October 2018, however, it was reported the pair had split months prior and Diddy was already on to his next romance.

  • Tracey Edmonds
    Photo: 92YTribeca / flickr / CC-BY-NC 2.0
    Tracey Elaine Edmonds (née McQuarn; born February 18, 1967) is an American businesswoman, television producer and personality. She is the CEO of Edmonds Entertainment Group Inc and COO of Our Stories Films and is a host on the television show Extra. She currently sits on the national board of directors for the Producers Guild of America.
  • Sean Combs had a relationship with Cameron Diaz between 2008 and 2012.

    Cameron Michelle Diaz (born August 30, 1972) is a retired American actress, writer and former model. She has frequently appeared in comedies throughout her career, while also earning critical recognition in dramatic films. Her accolades include four Golden Globe Award nominations, three Screen Actors Guild Award nominations, and a New York Film Critics Award. In 2013, she was named the highest-paid actress over 40 in Hollywood. As of 2018, the U.S. domestic box office grosses of Diaz's films total over U.S. $3 billion, with worldwide grosses surpassing $7 billion, making her the fifth highest-grossing U.S. domestic box office actress.Born in San Diego, California, Diaz was raised in Long ...more
  • Diddy briefly dated Sienna Miller in 2007.

    Sienna Rose Diana Miller (born 28 December 1981) is a British-American actress. Born in New York City and raised in London, she began her career appearing in British films, with a supporting role in 2004's crime thriller Layer Cake, followed by Alfie (also 2004). In 2006, Miller portrayed the lead role of Edie Sedgwick in Factory Girl, followed by a supporting role in Stardust (2007). In 2008, she was nominated for a BAFTA Rising Star Award. Miller would garner mainstream attention in the late 2000s for her role in G.I. Joe: The Rise of Cobra (2009), and received critical acclaim for her role as Tippi Hedren in the television film The Girl (2012), for which she was nominated for a BAFTA ...more
  • Emma Heming
    Photo: Mattias Nareyek / Getty Images

    Sean Combs and Emma Heming dated for a short time in 2001.

    Emma Frances Heming Willis (born June 18, 1978) is an English-American model and actress.