Sean “Diddy” Combs' Loves & Hookups  

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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 is listed (or ranked) 1 on the list Sean “Diddy” Combs' Loves & Hookups
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.

Cassie Ventura is listed (or ranked) 2 on the list Sean “Diddy” Combs' Loves & Hookups
Photo:  Alberto E. Rodriguez/Getty Images

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.

Casandra Elizabeth Ventura, known mononymously as Cassie, is an American recording artist, dancer, actress and model. Born in New London, Connecticut, she began her career as a result of meeting record producer Ryan Leslie in late 2002, who later signed her to NextSelection Lifestyle Group. During this time, Diddy heard "Me & U" in a club, and Leslie convinced him to partner his Bad Boy Records with Leslie's NextSelection imprint for the release of Cassie's debut album Cassie's self titled debut studio album was released in August 2006, peaking at number four on the Billboard 200 chart and features the Billboard Hot 100 top three hit "Me & U", which became a major hit in 2006. She began work ...more on Wikipedia

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Tracey Edmonds is listed (or ranked) 3 on the list Sean “Diddy” Combs' Loves & Hookups
Photo: 92YTribeca/flickr/CC-BY-NC 2.0

Tracey Edmonds is an American businesswoman, model and television 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. ...more on Wikipedia

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Cameron Diaz is listed (or ranked) 4 on the list Sean “Diddy” Combs' Loves & Hookups
Photo: Stuart C. Wilson/Stringer/Getty Images

Sean Combs had a relationship with Cameron Diaz between 2008 and 2012.

Cameron Michelle Diaz is an American actress, producer and former fashion model. She rose to stardom in the 1990s with roles in The Mask, My Best Friend's Wedding and There's Something About Mary. Other high-profile credits include Charlie's Angels and its sequel Charlie's Angels: Full Throttle, voicing the character of Princess Fiona in the Shrek series, The Holiday, Knight and Day, The Green Hornet, Bad Teacher, and The Other Woman. Diaz has received four Golden Globe Award nominations for her performances in Being John Malkovich, Vanilla Sky, Gangs of New York, and There's Something About Mary for which she also won the New York Film Critics Best Lead Actress Award. In 2013, Diaz was ...more on Wikipedia

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