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Cassie Diddy instagram

Diddy’s Love Interests

Diddy has been in the game for damn near 30 years. In that time, he’s come across a lot of women. He’s loved some, smashed some and been rumored to be with others. It’s been quite a roller coaster ride of love for the mogul. Let’s recap it all by looking at the women he’s been linked to throughout his career.

Cassie – They’ve been dating for years now and he’s happy as hell

Jennifer Lopez shows how flexible she is during her 1st show back from break in Las Vegas

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Jennifer Lopez – They had a major love at the turn of the century that ended pretty horrible with a club shootout. Long story.

Misa Hylton – Diddy’s first baby momma and an OG in the game.

https://www.instagram.com/p/BdalnQcFCmA/?taken-by=callmepumpkin

Sarah Chapman – She’s the mother of Diddy’s 10 year old and an absolute stunner

NOVEMBER 01: Rapper Diddy (Sean Combs), Kim Porter and son Christian Casey Combs attend the 90's Halloween Party at Joseph's Cafe on November 1, 2017 in Hollywood, Los Angeles, California, United States.

(Rudy Torres/Image Press Agency/Splash News)

Kim Porter – Of course she’s the mother of four of his kids

Karrine Steffans – She wrote in her book that she and Diddy had a thing

Cameron Diaz – They had a short, bizarre affair

Tracey Edmonds – They had a thing around 2008 but now she’s with Deion Sanders

Sienna Miller – They dated, randomly, about a decade ago

Emma Hemming – They were rumored to have dated

Aubrey O’Day – People like Wendy alleged that he chopped her down but who knows…

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Penelope Cruz – They allegedly dated too. Get it, Diddy.

Sean Diddy Combs and Tyrese Gibson having fun at Mary J. Blige star ceremony in Los Angeles, California

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Diana Bianchi – The tabloids linked them but ehhhhh