Sean “Diddy” Combs’ recent litany of sexual assault lawsuits and an ongoing sex trafficking investigation has put the limelight back on the “Bad Boy for Life” rapper’s past – including his high-profile romances.

Perhaps one of his most memorable relationships to date, though, was with pop superstar Jennifer Lopez.

Although the former couple only dated for two years, they went through the highest highs and lowest lows in the public eye together.

Jennifer Lopez and Sean “Diddy” Combs dated from 1999 to 2001.Getty Images

The couple had a very tumultuous relationship during their nearly three years together.FilmMagic, Inc

All aspects of Combs’ past are under a microscope given his recent legal issues.Xavier Collin/Image Press Agency / SplashNews.com

In 1999, when Lopez was riding the wave of her success from the box office hit “Selena,” she was preparing to release her debut album, “On the 6.”

Combs was hired to co-write and produce her track “Feelin’ So Good” featuring Big Pun and Fat Joe, which is how they met and sparks flew.

The mega producer reportedly even played a big role in how Lopez got ahold of her debut single, “If You Had My Love.”

Singer Chanté Moore previously told NPR News and Notes that Combs persuaded Rodney Jenkins to give Lopez the same arrangement that he had already been working on for her track “If I Gave Love.”

“I heard that it was because Puff Daddy walked in and heard my song and said ‘I want that song,’ and he [Jenkins] was like, ‘Well that’s already taken. We wrote that for Chanté,’ and [Combs] was like, ‘I want that song,’” she claimed.

Lopez and Combs went public with their romance for the first time in September 1999 at the MTV Video Music Awards, where the singer wore a bedazzled white crop top, white jeans and a matching bandana.

She was nominated that night for best female video, best new artist in a video, best pop video and best dance video for “If You Had My Love.”

Lopez and Combs debuted their romance at the 1999 MTV Video Music Awards.Getty Images

The pair showed PDA and held hands on the carpet.FilmMagic, Inc
Combs and Lopez continued to dominate Hollywood red carpets with their glamorous fashion moments, but the most standout appearance was at the 2000 Grammys the following February.

The “Let’s Get Loud” singer broke the internet — before that term even existed — by wearing a jaw-dropping, low cut, green Versace dress that led to the creation of Google Images.

Although most people may not remember that Combs was her date that night, Lopez did indeed walk hand-in-hand with the record executive, who wore a silver suit with a lavender hue and sunglasses.

While they appeared to be a picture-perfect couple in many ways, Lopez was secretly realizing that they had intrinsic differences regarding their interests.

Combs and Lopez shared an iconic red carpet moment at the 2000 Grammys.FilmMagic

Lopez wore an unforgettable green Versace dress that night.WireImage
“Puff loves to go out,” the “Get Right” singer told Rolling Stone for their February 2001 issue, calling Combs by his then-monicker, “Puff Daddy.”

“He’s been a going-out-to-clubs person all his life, doing his thing. I’ve always been a homebody.”

A top industry source told The Post at the time, “She wanted to end it for a long time, but she wanted to do it gracefully – especially with a guy like that, with his bad temper and high profile.”

Ironically, it was a party night out that seemingly caused the most strain in the pair’s relationship.

Lopez reportedly felt she and Combs liked two different lifestyles.MediaPunch/Shutterstock

Lopez considered herself more of a “homebody.”Paul Bruinooge/Patrick McMullan via Getty Images
In December 1999, Lopez and Combs were hanging out at Shyne nightclub in Times Square when a fellow clubgoer reportedly tossed a wad of bills at the “It’s All About the Benjamins” rapper, setting off a heated argument that broke out into gunfire.

Lopez and Combs reportedly fled the scene in a Lincoln Navigator SUV, and police had to chase them down as they sped past 11 red lights.

Once cops pulled them over, they found a stolen and loaded 9mm semiautomatic in their vehicle, and all parties were arrested on a weapons possessions charge.

Lopez and Combs were involved in a club shooting in 1999.WireImage

They were arrested after fleeing the scene of the crime.PAY PER USE
Lopez was held in a cell for more than 12 hours where she bawled her eyes out, per police.

The “Enough” star reportedly wanted to end things with Combs then, but played the supportive girlfriend role for a while longer while his case was tried in court.

The “Can’t Nobody Hold Me Down” rapper was acquitted following the trial, and he later quietly settled civil suits with the victims for undisclosed amounts.

Lopez recalled the shooting ordeal being a “complete nightmare.”Getty Images

Combs was acquitted during the shooting’s trial.ASSOCIATED PRESS
“It was a complete nightmare from beginning to end,” Lopez told Elle magazine for their July 2000 issue, reflecting on the ordeal. “I was scared to death in the car. I had absolutely no idea what was going on. No one did.”

Lopez broke up with Combs for good in February 2001, with his alleged infidelity being the final nail in the coffin.

A lawsuit filed that year claimed the “Making the Band” exec had been carrying on a sexual relationship with the now-late Kim Porter from 1995 to 2000, while he was still dating the “Wedding Planner” star.

Two years after the split, Lopez spoke to Vibe magazine about her relationship with Diddy for her 2003 cover story, admitting, “It was the first time I was with someone who wasn’t faithful.”

Combs was allegedly also unfaithful to Lopez during their relationship.Ron Galella Collection via Getty Images

Combs allegedly cheated on Lopez with Kim Porter, the mother of three of his kids.Lester Cohen/WireImage.com
”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,” she also said, according to Entertainment Weekly.

At the time, Lopez further addressed claims she “hunt down” Combs at hotel rooms – and didn’t deny it.

”I can’t remember right now, but I won’t say it didn’t happen,” the “Love Don’t Cost a Thing” singer said.

”I never caught him but I just knew. … I had to think, ‘Do I want to be home with kids in 10 years wondering where somebody is at three in the morning?’”

Lopez said she broke up with Combs because she didn’t always want to “wonder” what he was up to.AFP via Getty Images

The exes have remained friendly over the years.Getty Images for Caesars Entertainment

Jennifer Lopez flaunted her jaw-dropping figure and famous bottom as she posed during a phootshoot on her summer getaway on the Amalfi Coast on Thursday.

The songstress, 54, looked nothing short of sensational as she slipped into a skimpy white bikini and topped up her bronzed tan.

JLo‘s two piece featured a triangular top and tiny thong bottoms which perfectly showcased her posterior, which has long been a focal point of her fame – particularly when her bottom was the focus of her 2002 Jenny From The Block video.

She shielded herself from the scorching sun behind shades and wrapped a chic colourful scarf around her head before later putting a fedora on top of the scarf for a 𝑠e𝑥y snap she went on to share on Instagram.

Jennifer made the most of her lavish surroundings and enjoyed a glass of her own chilled wine as well as fresh fruit following the shoot, which she used to plug the alcohol brand that she launched earlier this year.

Hot stuff: Jennifer Lopez, 54, flaunted her jaw-dropping figure as she posed up a storm during a beach photo shoot amid her summer getaway on the Amalfi Coast on Thursday

Peachy: The songstress looked nothing short of sensational as she slipped into a skimpy white bikini as she topped up her tan

Cheeky! Her then-fiancé and now husband Ben Affleck grabbed her bottom in the 2002 video for her hit Jenny From The Block

Later in the day the stunner was spotted as she joined pals for a swanky alfresco lunch at Ristorante Lo Scoglio.

Jennifer looked effortlessly stylish in a floral dress as she held back her long locks while tucking into her sumptuous dish.

She was recently spotted out with her husband Ben Affleck, 50, while going for a bike ride in The Hamptons.

They appeared to be making the most of the pleasant summer weather as they hopped on a pair of bicycles and took to the streets of the getaway destination.

The couple were also joined by the her eldest child, Emme, during the bike ride.

She wore a low-cut and sleeveless olive green jumpsuit that showcased her impressively toned arms during the bike ride.

Jennifer and Ben met over two decades ago and established a close friendship on the set of the 2001 feature Gigli.

The two went on to begin a relationship the following year and planned to tie the knot in 2003.

Skimpy: JLo’s stylish two piece featured a triangular top and tiny thong bottoms

Sensational: The outfit perfectly displayed her peachy posterior

Hot stuff: She shielded herself from the scorching sun behind shades and wrapped a chic colourful scarf around her head

Say cheese: The photographer helped the stunner find the perfect pose

Views: The stunner oozed confidence in front of the camera

Cheeky: Her choice of swimwear left almost nothing to the imagination

Yum: Jennifer made the most of her lavish surroundings and enjoyed a glass of chilled wine as well as fresh fruit following the shoot

Plush: She made herself comfy on a lavish sun bed as she was joined on the outing by a group of pals

Chill out: She later laid back and strolled through her phone

Age-defying: The beauty looked decades younger than her 54 years

Hank Marvin: She enjoyed a quick bite to eat

Keeping cool: She later donned a fedora as she relaxed in the shade

Old hat! Jen was at ease as the photographer snapped away

However, they postponed their wedding just days before it was set to occur and went their separate ways in 2004.