When Diddy and Kim first met, she was in a relationship with R&B singer Al B Sure. The two welcomed son Quincy before their relationship came to an end and Kim’s whirlwind romance with Diddy began.

The two announced their romance in 1993, the same year Diddy welcomed his son, Justin, with Misa Hylton.

Five years later, Kim and Diddy’s first child was born — a son named Christian However, the couple split the following year. Their breakup resulted in a nasty child support battle, but their love story didn’t end there.

Not long after Diddy ended his very public relationship with Jennifer Lopez in 2001, Kim and Diddy rekindled their relationship and welcomed twin daughters, D'Lila Star and Jessie James, in 2006. Just five months before their birth, Diddy's youngest daughter, Chance, was born to Sarah Chapman, with whom he had an affair during his relationship with Kim.

Diddy and Kim ultimately parted ways for good in 2007.