Jennifer Lopez and Sean “Diddy” Combs were one of the most talked-about couples in Hollywood in the late 90s and early 2000s. Their love story began on the set of the music video for “If You Had My Love” in 1999.
At that time, Diddy was coming out of a relationship with Kim Porter, which ended that same year. The chemistry between Lopez and Diddy was instant, and they quickly became one of the most followed couples in show business.
Today Sean Combs is in prison in New York, accused of organized crime, sex trafficking, sexual abuse, and human trafficking.
Jennifer Lopez and Sean "Diddy" Combs: This was their romantic relationship
One of the most outstanding moments of their relationship was at the 2000 Grammy Awards ceremony. Jennifer Lopez dazzled in an iconic green Versace dress while Diddy accompanied her as her partner. The dress became a fashion milestone, and Diddy would later recall how that moment marked a significant change in fashion, highlighting how stunning Lopez looked.
However, the relationship didn't last long. In early 2001, Lopez and Diddy broke up. In an interview with Vibe in 2003, Lopez revealed that Diddy's lack of fidelity was the main reason for their breakup. Although she never caught him in the act, her intuition and Diddy's behaviors, such as going to clubs and not coming home, eroded her trust and ultimately led to the end of the relationship.
Despite the breakup, Lopez and Diddy have maintained a friendly relationship over the years. In 2018, they ran into each other at Lopez's residence party in Las Vegas, and in 2021, Diddy shared a nostalgic photo of them on Instagram.
However, Diddy clarified that his intention was not to cause controversy, but simply to reminisce about old times with a friend. In his 2024 documentary, The Greatest Love Story Never Told, Lopez addressed experiences of difficult relationships from the past and mentioned being mistreated in some of them. Although she did not specify who she was referring to, the documentary offered a deeper insight into her personal experiences and the lessons learned.