LOS ANGELES, CALIFORNIA: In May 2022, Sean Combs, famously known as Diddy, revealed a pivotal change in his life, stating, “See, Diddy is my nickname. Love is my real name. I just changed my name to Love.”
Throughout the years, this hip-hop legend has navigated a love-filled journey with an array of remarkable women, as per Hollywood Life.
In light of recent allegations, as per New York Times, involving accusations of rape and persistent physical abuse spanning approximately a decade from a former romantic partner, Cassie Ventura, let's take a closer examination of the individuals who have been part of the hip-hop artist's dating history.
1. Misa Hylton Brim
Diddy and Misa Hylton-Brim became parents to Justin Combs in 1993, shortly after initiating their relationship.
Misa gained prominence as a hip-hop stylist, curating some of the most memorable fashion statements of the '90s.
Despite their romantic relationship ending soon after Justin's birth, they've maintained a cordial friendship, successfully co-parenting Justin.
2. Kim Porter
Diddy initiated his relationship with Kim Porter in 1994, recalling their first encounter at a studio where she was with her ex-boyfriend, singer Al B Sure, father to Kim's eldest child, Quincy.
Diddy reminisced to Essence, expressing his initial admiration for her lips, eyes, and overall presence, musing about wanting a partner like her.
Their relationship dynamics fluctuated as Kim held sway while Diddy grappled with the reins of love. By 1999, their bond unraveled as Diddy started seeing Jennifer Lopez. Although they rekindled their romance in 2003, their relationship eventually concluded definitively in 2007.
3. Jennifer Lopez
Diddy and Jennifer Lopez commenced their relationship in 1999, while he was still involved with Kim Porter.
During an interview on 'The Breakfast Club', Jennifer Lopez reflected on her time with Diddy. She described it as "The Puffy era," a wild and intense phase in her life, highlighting their shared Bronx roots. Lopez detailed the initial allure, noting his established music career juxtaposed with her nascent stage, working on her debut album when they met.
She emphasized how he became a sort of mentor during that period, leading to a tumultuous yet impactful relationship that eventually came to a dramatic conclusion. Their relationship officially came to an end in February 2001.
4. Naomi Campbell
Diddy and Naomi Campbell ignited speculation about their romantic involvement following their appearance together in British Vogue in 2001.
There seemed to be an undeniable chemistry between them, suggesting a romantic turn in 2002.
Yet, neither addressed the nature of their relationship publicly. Despite their alleged split, they have remained friends.
5. Sarah Chapman
Diddy had a fleeting relationship with Sarah Chapman in the early 2000s. During this time, they welcomed a daughter named Chance Combs, born just before the arrival of twins D’Lila and Jessie.
However, their romance dissolved shortly after Chance’s birth. Despite this, Sarah displayed no animosity.
Following Kim Porter's death, Sarah mourned the loss, expressing her condolences on Instagram by writing, “Rest in paradise Kim, and know your kids are covered in prayer and love. Your light will always shine through your children, and their love for each other is a remarkable blessing.”
6. Cassie Ventura
Diddy and Cassie had an intermittent relationship that spanned more than a decade.
Their romance commenced secretly in 2007 and was publicly acknowledged in 2012.
Amid speculation in 2014 about a potential marriage due to Cassie sporting a ring, rumors persisted regarding their relationship status from 2015 to 2018, suggesting multiple breakups and reconciliations.
Ultimately, their final split occurred in October 2018, reportedly attributed to Diddy's reluctance to commit to a future with Cassie.
7. Cameron Diaz
Diddy initiated a relationship with actress Cameron Diaz in 2008. In 2012, at a CAA gala in West Hollywood, observers witnessed Diaz in a close moment with Diddy. However, their fling ended shortly after this incident.
8. Gina Huynh
Speculations emerged in October 2018 suggesting a romantic involvement between Diddy and Gina Huynh. Photographs of the duo on a date surfaced in July 2019.
However, Diddy was later seen in September 2019 with his former partner, Cassie, from whom he had separated.
The situation took a different turn as Gina alleged in a June 2019 interview with Tasha K that Diddy had reportedly subjected her to physical abuse and had paid her $50,000 on two occasions to terminate pregnancies.
9. Lori Harvey
Diddy and Lori Harvey ignited dating speculation in July 2019 following multiple sightings together across various locations like Italy, Mexico, New York City, and Atlanta.
Their closeness was evident during a dinner in Nerano, Italy, where Lori was seen with her arm around Diddy, accompanied by her stepfather, Steve Harvey.
Although neither Diddy nor Lori publicly affirmed their relationship, reports suggest they parted ways around October 2019.
10. Miracle Watts
Diddy and Miracle Watts sparked dating rumors after being seen together at Diddy's New Year's Eve Party in 2021. Watts appeared to affirm their relationship on one of Diddy's social media posts.
The music icon posted a picture of himself enjoying a swim in the ocean with the caption, 'Welcome to the LOVE ERA'. Watts responded to the post, indicating her affection for Diddy by commenting, “GEEZ,” accompanied by heart-eye emojis on Diddy's photo.
11. Yung Miami
The 29-year-old member of the City Girls and Sean 'Diddy' Combs revealed their relationship in June 2022 but clarified that it wasn't exclusive.
"We're still friends! We're still good friends!" the 'Ex For A Reason' artist shared with The Cut. "But we're single. That's not my man."
Caresha Brownlee, known as Yung Miami, aged 29, emphasized that she and the 53-year-old Diddy had their unique dynamic and opted not to define their connection.
In September 2022, Yung Miami reiterated that theirs wasn't an exclusive relationship. However, in December of that year, Diddy surprised everyone by announcing the birth of his seventh child, daughter Love Combs, with Dana Tran.
Fast forward to April 2023, Yung Miami confirmed her separation from Diddy.
