The complete relationship timeline of J-Lo and P Diddy, 23 years after their split

J-Lo and P Diddy’s relationship was an iconic moment for Hollywood. The two musical mammoths were truly in their prime when they struck up a relationship at the end of the 90s.

So, from a New York shooting to THAT green Versace dress, here’s a look at J-Lo and P Diddy’s relationship.

They met while making a music video

More than two decades ago, when Jennifer Lopez, or J-Lo, as she was known back then, was an up and coming artist, she met producer, P Diddy.

Diddy had just broken up with his long-term on-off girlfriend, Kim Porter, when he sparked up a relationship with the singer. They met in 1999 after Diddy was pegged to work with Jennifer on the music video for her song, If You Had My Love.

From here on, their relationship blossomed and they were considered a Hollywood “it couple” at the turn of the millennium.

A shooting led to them both being arrested

via NYPD

In 1999, the couple were involved in a shooting at a New York nightclub which ended up in them both being arrested. And, whilst J-Lo’s charges were dropped, Diddy went to trial for bribery and gun possession, but was later acquitted.

There was THAT Versace dress moment

BY: Paul Smith / Featureflash

They famously attended the 2000 Grammy’s together, in which J-Lo wore her iconic low cut, green, tropical Versace dress but just one year later, the couple would split.

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In 2017, when P Diddy was asked about the ground-breaking fashion moment, he told ET: “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.”

After two years, J-Lo and P Diddy’s relationship was done

via Instagram

After the shooting their relationship became rocky, and on Valentine’s Day 2001, they decided to call it quits for good.

A statement made to ABC by Diddy’s publicist said: “Mr. Combs confirmed that he and his love, Jennifer Lopez, have, in fact, broken up.

“He wanted to put all the rumours surrounding their relationship to rest. At this difficult time, we ask that you respect his privacy.”

And whilst a cause was never given for the split, Diddy’s alleged infidelity was pegged to be the reason, as well as lingering feelings for his on-off girlfriend, Kim Porter.

During an interview with Rolling Stone, J-Lo explained she and her ex had different ways of thinking, saying that whilst Diddy “loves to go out”, she’s more of a “homebody”.

Their split led to one of the most iconic celebrity romances of the 21st century

via Instagram

After J-Lo and P Diddy’s relationship ended, she moved on with Ben Affleck who she met on the set of Gigli in 2001. However, they didn’t go public with their relationship in 2003.

Iconically, in 2002, Ben made a cameo in J-Lo’s hit song, Jenny from the Block, and then a few months later they confirmed their engagement with Jennifer sporting a $2.5 million Harry Winston ring.

In 2003, they postponed their wedding and then called it off in 2004.

However, to the world’s surprise, the couple reunited in 2021, getting married one year later.

But it wasn’t meant to be with J-Lo and Ben as the former filed for divorce in August of this year, citing “irreconcilable differences” as the reason for their split.

Featured image via Paul Smith/Featureflash

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