Diddy started a relationship with Lopez in 1999 and the two dated for two years before splitting in 2001, with the “On the Floor” singer citing his infidelity as the cause in a 2003 interview with Vibe. They attended the 2000 Grammy Awards where Lopez donned her famous green Versace dress.

Diddy had an on-again, off-again relationship with actress Kimberly Porter, who died in 2018 at the age of 47 after battling a deadly case of pneumonia. They dated for 13 years before marrying in 1994, and they have three children: Christian, a son, and twin daughters, Jessie and D'Lila.

A video from 2016 has resurfaced in which Sean 'Diddy' Combs appears to physically assault his ex-girlfriend, Cassie Ventura, in a hotel. In the video, Combs seemingly shoves her to the ground near an elevator bank, kicks her several times on the ground, & drags her down a hallway.