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Who Has P Diddy Dated? From Jennifer Lopez to Lori Harvey

P. Diddy, aka Sean Combs, is more than just a successful rapper, producer and businessman. The dude’s also one of the biggest players in the entertainment world! With his good looks, stylish swag and massive fortune, Diddy’s had tons of hot ladies chasing after him over the years.

Throughout his epic career, the “Hip Hop Mogul” has dated tons of famous babes like Jennifer Lopez, Cassie and Kim Porter. These high-profile relationships weren’t just gossip fodder – they were full-blown media circuses that stayed in the spotlight for years.

Let’s take a look at Diddy’s crazy romantic history and all the A-list honeys he’s managed to pull over the decades. From supermodels to pop stars, actresses to video vixens, dDude seems to have a thing for beautiful, successful women drawn to his bad boy charm and baller lifestyle.

With Who Has P Diddy Dated?n as a hit-making, business-slaying, trend-setting icon, it’s no wonder Diddy’s love life has been just as legendary as his career. The guy’s basically had a new bombshell girlfriend every few years! Stay tuned to the website bra-news.com for more details!

Who Has P Diddy Dated? From Jennifer Lopez to Lori Harvey
Who Has P Diddy Dated? From Jennifer Lopez to Lori Harvey

Who Has P Diddy Dated?

Who Has P Diddy Dated? many high-profile relationships over the years. His longest was with Kim Porter – they dated on-and-off from the 90s until 2007. Had three kids together and raised her son from a previous relationship too. Sadly, Kim passed in 2018.

He had a very public relationship with Jennifer Lopez from 1999-2001, even attending the Grammys together when J.Lo wore that green Versace dress.

Diddy dated singer Cassie on-and-off from 2007-2018. In 2023, she accused him of rape and trafficking during their relationship before settling out of court.

In the early 90s when starting in music, he dated fashion designer Misa Hylton and they had a son together in 1993 before splitting up but co-parenting.

Other girlfriends over the years include models like Naomi Campbell and Sienna Miller, plus singer Lil Kim. In total, Diddy has 7 kids from various relationships.

Who Has P Diddy Dated?
Who Has P Diddy Dated?

Famous relationship From Jennifer Lopez to Lori Harvey

J.Lo and Diddy dated from 1999-2001 and were a super famous couple back then. Everyone went crazy when J.Lo rocked that iconic green Versace dress at the 2000 Grammys. But they split in 2001 after Diddy allegedly cheated.

Diddy’s longest relationship was with Kim Porter from 1994-2007. They had three kids together – a son and twin daughters. Diddy also treated Kim’s son from a previous relationship as his own. Even after their 2007 breakup, they stayed tight until Kim’s tragic death from pneumonia in 2018.

After Kim, Diddy dated singer Cassie on-and-off from 2007-2018. But things got messy when Cassie sued him in 2023, accusing him of sexual assault and trafficking over their 10 year relationship. They ended up settling out of court.

Way back in the early 90s before he blew up, Diddy briefly dated fashion designer Misa Hylton. Their fling was short but they had a son together in 1993. Diddy and Misa have remained co-parenting buddies ever since.

Famous relationship From Jennifer Lopez to Lori Harvey
Famous relationship From Jennifer Lopez to Lori Harvey

Diddy’s short-lived relationships with other models and singers

Aside from his serious relationships, Diddy’s also been linked to lots of other famous ladies over the years.

Back in the 2000s, there were rumors he was hooking up with hot supermodel Naomi Campbell. They always denied being a couple but were constantly spotted together at events and parties.

Another model Diddy allegedly had a fling with was the gorgeous Sienna Miller. The gossip was they were an item around 2006-2007 when they were seen out and about together nonstop.

There was also speculation for a while that Diddy briefly dated “Queen of Rap” Lil Kim in the early 2000s. But of course, they kept that situation on the ultra low if it was true.

With his looks, talent, and crazy wealth, it’s no surprise the “Hip Hop Mogul” attracted tons of beautiful celebrity women over the years. Whether they were just flirty friendships or secret hookups, Diddy’s rumored flings just proved his major A-list appeal and star power.

The guy’s had a wild romantic history filled with models, singers, and actresses all seemingly drawn to his bad boy charm and lavish lifestyle. Gotta admit, Diddy’s game was strong for pulling in so many hotties!

Diddy's short-lived relationships with other models and singers
Diddy’s short-lived relationships with other models and singers
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