LOS ANGELES, CALIFORNIA: In May 2022, Sean Combs, 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.
Over the years, this hip-hop legend has been on a love-filled journey with an array of remarkable women, according to Hollywood Life.
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In light of recent allegations, according to the New York Times, involving accusations of rape and persistent physical abuse spanning approximately a decade at the hands of a former romantic partner, Cassie Ventura, let’s take a closer look at the individuals who were part of hip-hop. the history of the artist’s encounters.
Diddy, also known as Sean Combs, has had a rich romantic history (@diddy/Instagram)
1. Edge Misa Hylton
Diddy and Misa Hylton-Brim became parents to Justin Combs in 1993, shortly after their relationship began.
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Misa rose to prominence as a hip-hop stylist, curating some of the most memorable fashion statements of the ’90s.
Although their romantic relationship ended shortly after Justin’s birth, they maintained a cordial friendship, successfully co-parenting Justin.
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Diddy and Misa Hylton-Brim became parents to Justin Combs in 1993, shortly after their relationship began (Misa Hylton/Linkedin)
2. Kim Porter
Diddy began his relationship with Kim Porter in 1994, remembering their first meeting at a studio where she was with her ex-boyfriend, singer Al B Sure, father of Kim’s eldest child, Quincy.
Diddy recalled Essence, expressing his initial admiration for her lips, eyes, and overall presence, reflecting on wanting a partner like her.
The dynamic of their relationship fluctuated as Kim dominated while Diddy struggled with the reins of love. In 1999, their bond faded when Diddy began dating Jennifer Lopez. Although they rekindled their romance in 2003, their relationship finally ended for good in 2007.
Diddy began his relationship with Kim Porter in 1994 (Lenny Kravitz/X)
3. Jennifer Lopez
Diddy and Jennifer Lopez began their relationship in 1999, while he was still involved with Kim Porter.
During an interview on ‘The Breakfast Club,’ Jennifer Lopez opened up about her time with Diddy. She described it as “the Puffy era”, a wild and intense phase of her life, showcasing their shared roots in the Bronx. Lopez detailed the initial attraction, noting her established music career juxtaposed with her burgeoning scene, working on her debut album when they met.
She highlighted how he became a mentor of sorts during this period, leading to a tumultuous but impactful relationship that ultimately came to a dramatic conclusion. Their relationship officially ended in February 2001.
Diddy and Jennifer Lopez began their relationship in 1999 (Ethan Miller/Getty Images)
4. Naomi Campbell
Diddy and Naomi Campbell sparked speculation they were dating after they appeared together in British Vogue in 2001.
There seemed to be undeniable chemistry between them, suggesting a romantic turn in 2002.
Yet neither has publicly addressed the nature of their relationship. Despite their alleged separation, they remained friends.
Diddy and Naomi Campbell sparked speculation they were dating after appearing in British Vogue in 2001 (Getty Images)
5. Sarah Chapman
Diddy had a short-lived relationship with Sarah Chapman in the early 2000s. During that time, they welcomed a daughter named Chance Combs, who was born just before the arrival of twins D’Lila and Jessie.
However, their romance dissolved shortly after Chance’s birth. Despite this, Sarah showed no animosity.
After Kim Porter’s death, Sarah mourned the loss, expressing her condolences on Instagram, writing: “Rest in heaven Kim, and know that your children are showered with prayer and love.” Your light will always shine through your children and their love for one another is a remarkable blessing.
Diddy had a short-lived relationship with Sarah Chapman in the early 2000s (@Sarah Chapman/Instagram)
6. Cassie Ventura
Diddy and Cassie had an on-again, off-again relationship that lasted over a decade.
Their romance began secretly in 2007 and was publicly acknowledged in 2012.
Amid speculation in 2014 about a potential marriage due to Cassie wearing a ring, rumors persisted regarding their relationship status from 2015 to 2018, suggesting multiple breakups and reconciliations.
Ultimately, their final split took place in October 2018, seemingly attributed to Diddy’s reluctance to commit to a future with Cassie.
Diddy and Cassie had an on-again, off-again relationship that lasted over a decade (Getty Images)
7. Cameron Diaz
Diddy began a relationship with actress Cameron Diaz in 2008. In 2012, at a CAA gala in West Hollywood, observers saw Diaz in a close moment with Diddy. However, their affair ended shortly after this incident.
Diddy began a relationship with actress Cameron Diaz in 2008 (Getty Images)
8. Gina Huynh
Speculation emerged in October 2018 suggesting a romantic relationship 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 split.
The situation took a different turn as Gina claimed in an interview with Tasha K in June 2019 that Diddy allegedly subjected her to physical violence and paid her $50,000 on two occasions to terminate her pregnancy.
Speculation in October 2018 suggested a romantic relationship between Diddy and Gina Huynh (@Gina Huynh/Instagram)
9. Lori Harvey
Diddy and Lori Harvey sparked dating speculation in July 2019 after several sightings together in various locations like Italy, Mexico, New York, 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 have publicly affirmed their relationship, reports suggest that they split around October 2019.
Diddy and Lori Harvey sparked dating speculation in July 2019 (Getty Images)
10. Miracle Watts
Diddy and Miracle Watts sparked dating rumors after they were seen together at Diddy’s New Year’s Eve party in 2021. Watts appeared to affirm their relationship in one of Diddy’s social media posts.
The music icon posted a photo of himself swimming in the ocean with the caption, “Welcome to the ERA OF LOVE.” Watts responded to the post, indicating his affection for Diddy by commenting, “GEEZ,” along with heart emojis on Diddy’s photo.
Diddy and Miracle Watts sparked dating rumors after being spotted together at Diddy’s New Year’s Eve party in 2021 (@Miracle Watts/Instagram)
11. Yung Miami
The 29-year-old City Girls member and Sean “Diddy” Combs revealed their relationship in June 2022 but clarified that it was not exclusive.
“We’re still friends! We’re still good friends!” the ‘Ex For A Reason’ artist shared with The Cut. “But we’re single. He’s not my man.”
Caresha Brownlee, known as Yung Miami, 29, emphasized that she and Diddy, 53, have their unique dynamic and chose not to define their bond.
In September 2022, Yung Miami reiterated that their relationship was not exclusive. However, in December of the same 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 split from Diddy.
Yung Miami, 29, and Sean ‘Diddy’ Combs revealed their relationship in June 2022 (Getty Images)
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