His Relationship Historical past From J.Lo To Cassie Ventura – Hollywood Life

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“See, Diddy is my nickname. Love is my actual identify. I simply modified my identify to Love,” the person born Sean Combs stated throughout his remaining look on The Ellen DeGeneres Present in Could 2022. “Sean Love Combs, that’s what it says on my driver’s license, that’s my official identify, Love.” Though the rapper was just lately arrested in New York on Monday, September 16, and charged with racketeering, intercourse trafficking, and transporting people for prostitution, the hip-hop icon and spirits connoisseur has had a life stuffed with romance and sensuality, involving a protracted listing of girls over time. Although Kim Porter will at all times have a particular place in Diddy’s soul, he was romantically preferred to different well-known girls like Jennifer Lopez, Lori Harvey, Yung Miami, and extra.

However apparently, his courting historical past hasn’t been with out drama. In November of 2023, Cassie accused the rapper of a string of alleged offenses, together with claims of rape and different abuses. Though the case was reportedly settled, Diddy has been accused of sexual assault by a number of girls and was taken into custody by federal brokers in September 2024, following raids on his houses in March earlier that 12 months. Right here’s what to learn about every of his most notable romantic relationships.

Kim Porter

Kim Porter and Sean Combs at Sean ‘Diddy’ Combs’ Birthday Celebration in 2015 (Shutterstock)

Sean Combs started courting Kim Porter in 1994. “The primary time I noticed her, she was on the studio together with her ex-boyfriend,” Diddy instructed Essence, referring to singer Al B. Certain, the daddy of Kim’s oldest little one, Quincy. “I wasn’t attempting to holler at her or something, however I used to be admiring her—her lips, her eyes, her mouth, her form, her power—and pondering, ‘I want I had a lady like that.’”

 She type of made me nervous,” he instructed Essence. “She wasn’t like a New York woman. She was Bohemian, blended with Georgia-peach hospitality. I acquired the concept she’d like doing stuff like strolling barefoot within the grass. I didn’t suppose I might get her to love me. She was clean, , like ice. She’s cool and picked up and thinks earlier than she speaks. You meet a whole lot of younger women, and so they simply don’t do this. Kim was by no means pressed; she was at all times in management.”

Whereas Kim was in management, Diddy wasn’t at all times in command of his love. Kim and Diddy break up in 1999, as he started seeing Jennifer Lopez. The 2 rekindled their love in 2003, earlier than splitting for good in 2007.

Throughout their time collectively, Diddy and Kim began a household. They welcomed Christian “King” Combs in 1998 and twin daughters D’Lila Star and Jessie James Combs in 2006. Diddy would additionally assist elevate Quincy, finally adopting the boy as his son.

Tragically, Kim handed away in 2018 on the age of 46. She died in her sleep from lobar pneumonia.

Misa Hylton Brim

Justin Dior Combs with dad and mom Sean ‘Diddy’ Combs and Misa Hylton-Brim at his sixteenth Birthday Social gathering (Shutterstock)

Misa Hylton Brim is a designer and stylist credited with placing collectively some unbelievable seems to be from the Nineteen Nineties, per Capital XTRA. She is also referred to as Diddy’s highschool sweetheart and the mom of his son, Justin Combs. Misa and Diddy welcomed Justin in 1993. Since then, they’ve co-parented their son collectively.

“Kim, for the final 20 years we have now raised our kids collectively, my thoughts can’t start to wrap across the reality that you’re not going to be right here,” Misa wrote following Porter’s loss of life, per PEOPLE. “Thanks for being a 2nd mom to Justin and for loving Niko and Madison simply the identical,” she added, referring to her youngsters from one other relationship.

Sarah Chapman

Diddy had a short romance with Sarah Chapman within the early 2000s. It was lengthy sufficient for them to welcome a daughter, Probability Combs, who was born shortly earlier than twins D’Lila and Jessie. The romance didn’t final for much longer after Probability’s start, although Sarah didn’t appear to carry any sick will. When Kim Porter handed away, she too mourned the loss.

“Relaxation in paradise Kim, and know your children are lined in prayer and love,” she wrote on Instagram, per PEOPLE. “Your gentle will at all times shine through your youngsters and the way in which all of them love one another is a blessing past phrases.”

Jennifer Lopez

J.Lo, in THE DRESS, on the 2000 Grammys (Shutterstock)

One of many highest-profile romances of the late ’90s/early 2000s was that of Sean Combs and Jennifer Lopez. In 1999, Sean started courting J.Lo (whereas he was nonetheless with Kim, which triggered the break up.) J.Lo and Diddy stayed collectively for 2 years,

“The Puffy period was simply type of a loopy, heightened time in my life. You realize, Puffy and I each grew up within the Bronx,” J.Lo instructed The Breakfast Membership in 2019. “He had been within the music enterprise and had all this success; I used to be simply beginning and making my first album after I met him. He grew to become type of a mentor to me in that second. We had this type of loopy, tumultuous relationship that led to a bang.”

“It was positively a second however I felt prefer it was mandatory,” she added. “He was meant to be in my life at that second to show me what I wanted to know concerning the music enterprise, about what sort of artist I needed to be within the music trade.”

The couple introduced their break up on Valentine’s Day 2001. “Mr. Combs confirmed that he and his love, Jennifer Lopez, have, in reality, damaged up,” his publicist stated on the time, per Newsweek. “Mr. Combs is confirming this at this time, as he needed to place all of the rumors surrounding their relationship to relaxation. At this troublesome time, we ask that you simply respect his privateness.”

J.Lo would later say in an interview that she ended issues as a result of she’d by no means have the household life she needed with the rapper. Plus, who can neglect the drama of the Dec. 1999 nightclub taking pictures that noticed Diddy and J.Lo arrested, earlier than they had been in the end cleared of all fees.

Naomi Campbell

Naomi and Diddy on the 2002 Vainness Honest Academy Awards Social gathering (Shutterstock)

For a scorching second, Diddy was romantically linked to one of the vital lovely girls on the earth. Relationship rumors swirled round Diddy and Naomi Campbell in 2001, when the 2 had been photographed collectively in British Vogue in 2001. It’s thought that issues went romantic in 2002, however the couple by no means confirmed a relationship. Issues remained platonic after the top of their rumored romance.

Cassie

Cassie and Sean Combs on the 2018 Pre-Grammy Gala and Grammy Salute to Trade Icons Offered by Clive Davis (Shutterstock)

Cassie (aka Cassie Ventura) started courting the Dangerous Boy Icon in 2007. The on-and-off romance was largely secret till 2012. The couple went public with their love, which continued till they break up in 2018. Diddy was reportedly not concerned about placing a hoop on Cassie’s finger, so she left him. 4 years after that breakup, Diddy launched a music about how he needed to “transfer on” and cease mourning the loss. Nevertheless, in 2022, he thanked Cassie “for holding me down in the dead of night instances” when accepting the Lifetime Achievement Award on the BET Awards.

Since splitting from Puff, Cassie married Alex Wonderful in 2019, and the couple welcomed two youngsters collectively. However in November of 2023, she filed a lawsuit in New York Metropolis, alleging numerous complaints, together with rape and abuse throughout their relationship, towards the rapper. In papers filed in Federal District Courtroom in NYC and reported on by the New York Instances, she leveled accusations of “rape, and of repeated bodily abuse over a few decade.”

“After years in silence and darkness I’m lastly prepared to inform my story, and to talk up on behalf of myself and for the good thing about different girls who face violence and abuse of their relationships,” she stated in an announcement obtained by the NYT.

Combs hit again onerous via an announcement by his lawyer, Ben Brafman. “Mr. Combs vehemently denies these offensive and outrageous allegations,” Combs’ rep stated in an announcement. “For the previous six months, Mr. Combs has been subjected to Ms. Ventura’s persistent demand of $30 million, beneath the specter of writing a harmful ebook about their relationship, which was unequivocally rejected as blatant blackmail. Regardless of withdrawing her preliminary risk, Ms. Ventura has now resorted to submitting a lawsuit riddled with baseless and outrageous lies, aiming to tarnish Mr. Combs’s repute and in search of a payday.”

Cameron Diaz

Sean ‘Diddy’ Combs and Cameron Diaz at Sean Combs’s ‘Operation Harlem 2 Hollywood’ occasion in 2008 (Shutterstock)

Thought-about extra of a short-term fling between two ’90s icons, Diddy and Cameron Diaz had a short romance in 2008. In 2014, Us Weekly reported that Diddy was at a dinner the place the topic of Cameron courting Benji Madden got here up and stated “If I might flip again time, issues could be completely different.”

Lori Harvey

Lori Harvey on the NYFW Fendi present in 2022 (Shutterstock)

Certainly one of Diddy’s most up-to-date amorous affairs was with Steve Harvey’s daughter, Lori Harvey. The 2 sparked speak of a romance in July 2019, after they had been noticed spending time collectively. Diddy even joined Lori on trip in Italy with the Household Feud host and Steve’s spouse, Marjorie Elaine Harvey. Nevertheless, the connection (that neither publicly confirmed) didn’t final that lengthy. Lori stopped following Diddy on-line in October 2019 after he was noticed out with one other lady.

Gina Huynh

Gina Huynh, a Los Angeles-based mannequin, was as soon as linked to Diddy in 2019. In 2022, following the Billboard Awards, Gina claimed that she and Diddy had been giving love a second shot by posting an image of him kissing her cheek on her Instagram Story. This caught the eye of Puff’s girlfriend on the time, Yung Miami, who referred to as out for “any individual, please give this woman some consideration.”

Yung Miami

Yung Miami in 2022 (Shutterstock)

“I’m single. However I’m courting, I’m simply taking my time with life,” Diddy stated on the June 9, 2022, episode of Caresha Please, the podcast hosted by his then-girlfriend Yung Miami. Regardless that Diddy stated he was single, he acknowledged that he and Miami (b. Caresha Brownlee) had been an merchandise. “We’re courting. We go have dates. We’re associates,” he stated. “We go to unique places. We now have nice instances.”

“You’re like one of many realest individuals I’ve ever met and also you’re authentically your self,” he instructed her on the podcast. “You’re a terrific mom and a terrific buddy. We simply have time.”

Nevertheless, the 29-year-old rapper confirmed in an April 2023 interview with The Reduce that she’s not courting the Dangerous Boy Information mogul.  “We’re nonetheless associates! We’re nonetheless good associates!” she stated. “However we’re single. That’s not my man.” She additional defined that the connection had been intensely intimate.

“We had been f*cking with one another onerous. We had been collectively on daily basis at one level,” she stated. “He supported me, I supported him. I’ll let the web name it no matter they need to name it.”



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