Your tip
RadarOnlineRadarOnline
or
Sign in with lockrMail
BREAKING NEWS

Inside Sean 'Diddy' Combs' and Jennifer Lopez's On-Off Relationship: From Gun Possession Scandal to Make-Up and Real Reason They Finally Split

Photo of Sean 'Diddy' Combs with Jennifer Lopez
Source: MEGA

Combs and Lopez dated for two years before their breakup.

Nov. 4 2024, Published 8:30 p.m. ET

Link to FacebookShare to XShare to FlipboardShare to Email

1999: Sean 'Diddy' Combs and Jennifer Lopez Begin Dating

jennifer lopez and diddy
Source: MEGA

Combs began dating J Lo in 1999 shortly after he split from Porter.

Sean "Diddy" Combs and Jennifer Lopez struck up a romance after they filmed the music video for her single If You Had My Love. They immediately scored media attention when they made their first public appearance as a couple at the MTV Video Music Awards in September 1999.

Article continues below advertisement

December 1999: Sean 'Diddy' Combs and Jennifer Lopez Arrested

jennifer lopez and diddy
Source: MEGA

The music mogul called Lopez one of his greatest loves.

Just a few months after they started dating, Combs and Lopez were arrested on gun possession charges following a 1999 nightclub shooting that left three people injured. Both were later acquitted of the charges.

"It was a complete nightmare from beginning to end. I was scared to death in the car. I had absolutely no idea what was going on. No one did," the Atlas actress told Elle.

Article continues below advertisement

2000: Sean 'Diddy' Combs and Jennifer Lopez Make Notable Appearance at the Grammys

jennifer lopez and diddy
Source: MEGA

Combs moved on with Sarah Chapman after his relationship with Lopez ended.

After the ordeal, Combs and Lopez came back stronger and attended the 42nd Annual Grammy Awards in Los Angeles, California. The Let's Get Loud singer made headlines at the time when she arrived in her famous plunging green gown.

Looking back at Lopez's iconic look, Combs told Entertainment Tonight: "We were just stepping up our game as far as what we were wearing and how we were gonna use fashion. I thought it was gonna really change the game as far as for her and fashion. I didn't know how big it was gonna be, but it was a great moment for her. She deserved it. She is one of the fliest out there."

Article continues below advertisement

2001: Calling It Quits

jennifer lopez and diddy
Source: MEGA

Lopez was married to Ojani Noa for 11 months.

MORE ON:
Sean "Diddy" Combs

DAILY. BREAKING. CELEBRITY NEWS. ALL FREE.

Several news outlets received a press release that confirmed Combs and Lopez's breakup after two years of dating.

Article continues below advertisement

2003: Jennifer Lopez Breaks Her Silence Over Their Controversial Relationship

jennifer lopez and diddy
Source: MEGA

Combs and Lopez started dating after her divorce from Noa.

Speaking in an interview two years after the split, Lopez disclosed that the record executive's infidelity triggered them to go separate ways.

She told Vibe it was the first time she dated someone who was unfaithful, adding: "I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin. I never caught him but I just knew. He'd say he was going to a club for a couple of hours and then never come back that night."

Article continues below advertisement

2018: Reunited

jennifer lopez and diddy
Source: MEGA

Combs and Lopez remained amicable after their split.

Combs and Lopez reunited again at her All I Have Las Vegas residency party. At the time, the exes shared a friendly hug, showing they were on good terms after their breakup.

Article continues below advertisement

2021: Sean 'Diddy' Combs Shares Throwback Photo

jennifer lopez and diddy
Source: MEGA

Combs and Lopez's relationship is being talked about again after his arrest.

In May 2021, Combs surprised fans when he uploaded a throwback photo of himself with Lopez after her reunion with Ben Affleck. He later took down the post.

Asked about the post, Combs told Vanity Fair: "It wasn't no trolling involved, that's just my friend. And I don't have nothing to say about her relationship or her life."

Article continues below advertisement

Have a tip? Send it to us! Email RadarOnline.com at tips@radaronline.com.

More From Radar Online

    Opt-out of personalized ads

    © Copyright 2024 RADAR ONLINE™️. A DIVISION OF MYSTIFY ENTERTAINMENT NETWORK INC. RADAR ONLINE is a registered trademark. All rights reserved. Registration on or use of this site constitutes acceptance of our Terms of Service, Privacy Policy and Cookies Policy. People may receive compensation for some links to products and services. Offers may be subject to change without notice.