He has been known by many names over the years, including Puff Daddy, Puffy, P. While his music career may not be as interesting as it once was, he has a very interesting dating history that is worth exploring, even though no woman has ever snagged the title of Sean “Diddy” Combs wife.Sean “Diddy” Combs Girlfriend Misa Hylton Brim 1993 to 1995 These two were college sweethearts and dated for a few years.They even share common interests today as both work in clothing design.
"He was bummed, saying, 'She's the sexiest girl in the world,'" the source said.
After a brief split, it looks like Sean “Diddy” Combs and his back-on-again girlfriend, Cassie Ventura, have reconciled, as they spent Friday night celebrating her 30th birthday in style.
Khloè Kardashian was one of the guests and she posted some fun shots on Instagram, captioning one photo, “Happy birthday to my precious gorgeous @cassie! 17, 2016) after Cassie told Diddy that she wanted to end their relationship.
Diddy reportedly took her phone because he suspected her of cheating and jumped out of the car, as Cassie took off with the driver.
"Her hair was all crazy, her makeup was smeared and they made out in front of everyone," an insider told Us in 2012 about Diaz and Diddy's PDA during a gala in West Hollywood. " Something soured along the way and Diaz eventually parted ways with the hip hop mogul.
After dating hunks such as Justin Timberlake, Jared Leto and Matt Dillon, the "Bad Teacher" star fell into the arms of the Good Charlotte rocker in May.
In this time they had a child together, a son named Justin Dior in December of 1993.
Even though they broke up not even two years later, they two have remained friends since.
When they got into the relationship, each had a son from a previous relationship.