Diddy’s former bodyguard, Gene Deal, says that the Bad Boy founder once nearly came to blows with Will Smith and Jada Pinkett Smith. Speaking with The Art of Dialogue, Deal explained that the couple had “made advances” on Diddy’s then-girlfriend, Jennifer Lopez. He also joked that Will would mostly likely “beat the shit” out of Diddy, although he did admit the music industry mogul can “scrap.”
“We were at a birthday party that I think Matt Damon was giving for Ben Affleck. It was just a little gathering at the Four Seasons,” Deal began. “Matt Damon, Ben Affleck, Jennifer Lopez, Puff, Will Smith and Jada were sitting on [one] side of the room.”
US actor Will Smith and his wife actress Jada Pinkett Smith arrive for the premiere of Apple Original Films’ “Emancipation” at the Regency Village Theatre in Westwood, California, on November 30, 2022. (Photo by Michael Tran / AFP) (Photo by MICHAEL TRAN/AFP via Getty Images)
“[Puff] stood up. And when he stood up, he walked and did his arms a certain kind of way like [crossing them]. I go over towards him and he said to me, ‘Yo, I think Will and Jada are trying to scoop up Jennifer. I want you to stay close ’cause I’ma snuff him.’” Deal added that he found the entire situation funny and even hoped Will would get a few good shots in on Diddy: “I could move slow enough that Will could probably get two or three punches back in,” he remembered thinking, “That shit was funny. He thought that Jada and Will were coming on too strong to Jennifer, making advances.” Check out Deal’s full comments on working with Diddy below.
Gene Deal Recalls Working With Diddy
Deal’s latest comments come amid renewed drama in the marriage of Will Smith and Jada Pinkett Smith. While promoting her new memoir, Worthy, Jada has made several revelations about their relationship, including that they’ve privately been separated since 2016. Be on the lookout for further updates on the couple on HotNewHipHop.
Being a celebrity definitely has its perks, but it also has its downsides too. From grueling tour schedules to online cyber bullying, celebrities are not immune to mental health struggles. In honor of Mental Health Awareness Day in October, we have compiled some of the best advice for promoting positive mental health from some of the industry’s biggest names.
Beyoncé: Took a break and came back better than ever
Beyoncé has been working full-time since she was a teenager, so it’s no surprise that she became so overwhelmed with a grueling schedule that she needed a little break. In an interview, she recalls how in January 2010, “it was beginning to get fuzzy — I couldn’t even tell which day or which city I was at. I would sit there at ceremonies and they would give me an award and I was just thinking about the next performance.” She stated that her mother was very persistent in telling her that she had to take care of her mental health. She took a year off of making music and spent the time traveling and relaxing and came back fresh and renewed a year later to make a series of chart-topping albums. While taking an entire year off of work probably isn’t an option for most people, taking a break is one of the best things a person can do for their mental health.
Joyner Lucas: Used music as his creative outlet to manage struggles with an ADHD diagnosis
Joyner Lucas has long been an outspoken advocate for mental health awareness and has also used his ADHD diagnosis as what he describes as “a reverse uno card.” In an interview with Billboard, he stated that he embraced his own attention-deficit/hyperactivity disorder as a tool to unlock creativity, so much so he named his 2020 debut album after it. To date, the album has sold over half a million copies and is RIAA-certified gold. The artist has publicly acknowledged that while ADHD has presented him and others with certain challenges, a mental health condition does not need to limit one’s opportunities in life.
Miley Cyrus: Speaks out about removing the stigma of receiving professional help
Miley Cyrus has also been an advocate from mental health and emphasizes the importance of therapy, stating that “every person can benefit from talking to somebody.” The “Flowers” singer also publicly acknowledged that she has taken medicine to treat her depression and wants other people to know that there is no shame in receiving professional medical help for their mental health.
Nicki Minaj: Ensures fans they are not alone
Many people who are struggling with mental health often feel isolated and alone, which only furthers their pain in many cases. Nicki Minaj uses her platform to let others suffering from mental health issues know that they are not alone. Minaj, who has spoken out in the past about how she was so low at one point in her life that she contemplated suicide, took time to mention the importance of mental health at the 2022 MTV Video Music Awards while accepting the Video Vanguard award. She stated: “I wish that people understood what they meant and what they were going through. I wish people took mental health seriously, even for the people who you think have perfect lives.” To many, it probably does seem like Minaj has the perfect life. However, she makes a good point that what is shown to the public and on social media is often not a reflection of people’s realities- something everyone can keep in mind before scrolling Instagram and comparing their lives to others.
Big Sean: Keeps it real
Big Sean has often spoken publicly about his own long-held depression and anxiety publicly, explaining that he wanted to “keep it real” because he “was tired of not keeping it real,” he said in an interview in 2021. “I was tired of pretending I was a machine and everything was cool and being politically correct or whatever. I just was like, I’m a just say how I feel.” He hopes that his advice will transcend to fans and their own lives, stating that “whatever they can apply to their life and better themselves and maybe it just even starts a whole journey in a different direction as far as upgrading and taking care of themselves and bossing up themselves.” In a separate interview, he stated how I’m the past he rarely took time to take care of himself and noted that nurturing himself is now a high priority for him- as it should be for everyone.
Doja Cat: Owned her ADHD diagnosis
Like Joyner Lucas, Doja Cat has also talked about how she struggles with ADHD and in an interview, stating that she felt like she “was stuck in one spot and everybody else was progressing constantly.” The “Paint the Town Red” singer learned to channel her creativity into her music and now has progressed to one of the top-selling female artists of her generation. Her advice reminds people that no one progresses in the exact same way and it’s important to not compare your own journey to the journey of others.
Michelle Williams: Stresses the importance of faith, family and friends
Michelle Williams took time from songwriting to write her own memoir about her struggles, “Checking In: How Getting Real About Depression Saved My Life — and Can Save Yours.” In the book, she opens up about her years-long struggle with depression and details how she had suicidal thoughts. She concludes with the importance of prioritizing one’s mental health as well as describes the important role that faith, family and friends play in each other’s mental health journeys.
Jennifer Lopez: Emphasizes self-care, health, and rest
After experiencing an stress-induced panic attack in her late 20s brought on by too much work and not enough sleep, Jennifer Lopez describes how she learn to prioritize her mental health and self-care. She has also stated the importance of exercising, eating healthy, and getting adequate rest, which is great advice if whether you’re performing at the Super Bowl halftime show or working a desk job.
Billie Eilish: Removing stigma and embracing your own uniqueness
Billie Eilish has been under public scrutiny before she was even old enough to drive. In an interview with Vogue, she describes how she struggles with Tourette’s syndrome as well as how she has experienced body dysmorphia in the past, stating how she used to compare herself to models and felt that she was never skinny or pretty enough. Despite her struggles, Eilish broke into the industry and skyrocketed to the top with her own unique sound and look- both of which are constantly evolving. She hopes that Gen Z will be more open to talking about mental health and removing the stigma associated with it. She’s also a living example of how a person’s uniqueness can be the best thing about them.
Kendrick Lamar: Learning to accept change and live with grief
Kendrick Lamar has often spoken openly in the past about his struggles with mental health, survivor’s guilt, and grief. The artist, who is well-known for mastering the art of lyric-writing, has used his talent to discuss his mental health struggles with lyrics such as “money can’t stop a suicidal weakness” and “depression is restin’ on your heart,” amongst others. He states that going through change can be exceptionally difficult for anyone and that “accepting change — that’s the hardest thing for man, accepting change.” Studies show that men are far less likely to seek out treatment for their mental health than women, so hopefully male artists like Lamar can show other men that there is no shame in struggling with mental health.
Kid Cudi: Got clean from drugs, focused on mental health
Kid Cudi has shared how he battled with depression and even had suicidal thoughts. In 2016, he shared that he abused drugs as a way of coping with his depression. In 2016, he checked himself into a treatment center for depression and “suicidal urges.” Kid Cudi is a prime example of showing the importance of how getting professional treatment for mental health and substance abuse issues can have a tremendous impact on a person’s life. Following his rehab stay, he came back to continue to make even more chart-topping music.
Being a celebrity definitely has its perks, but it also has its downsides too. From grueling tour schedules to online cyber bullying, celebrities are not immune to mental health struggles. In honor of Mental Health Awareness Day in October, we have compiled some of the best advice for promoting positive mental health from some of the industry’s biggest names.
Beyoncé: Took a break and came back better than ever
Beyoncé has been working full-time since she was a teenager, so it’s no surprise that she became so overwhelmed with a grueling schedule that she needed a little break. In an interview, she recalls how in January 2010, “it was beginning to get fuzzy — I couldn’t even tell which day or which city I was at. I would sit there at ceremonies and they would give me an award and I was just thinking about the next performance.” She stated that her mother was very persistent in telling her that she had to take care of her mental health. She took a year off of making music and spent the time traveling and relaxing and came back fresh and renewed a year later to make a series of chart-topping albums. While taking an entire year off of work probably isn’t an option for most people, taking a break is one of the best things a person can do for their mental health.
Joyner Lucas: Used music as his creative outlet to manage struggles with an ADHD diagnosis
Joyner Lucas has long been an outspoken advocate for mental health awareness and has also used his ADHD diagnosis as what he describes as “a reverse uno card.” In an interview with Billboard, he stated that he embraced his own attention-deficit/hyperactivity disorder as a tool to unlock creativity, so much so he named his 2020 debut album after it. To date, the album has sold over half a million copies and is RIAA-certified gold. The artist has publicly acknowledged that while ADHD has presented him and others with certain challenges, a mental health condition does not need to limit one’s opportunities in life.
Miley Cyrus: Speaks out about removing the stigma of receiving professional help
Miley Cyrus has also been an advocate from mental health and emphasizes the importance of therapy, stating that “every person can benefit from talking to somebody.” The “Flowers” singer also publicly acknowledged that she has taken medicine to treat her depression and wants other people to know that there is no shame in receiving professional medical help for their mental health.
Nicki Minaj: Ensures fans they are not alone
Many people who are struggling with mental health often feel isolated and alone, which only furthers their pain in many cases. Nicki Minaj uses her platform to let others suffering from mental health issues know that they are not alone. Minaj, who has spoken out in the past about how she was so low at one point in her life that she contemplated suicide, took time to mention the importance of mental health at the 2022 MTV Video Music Awards while accepting the Video Vanguard award. She stated: “I wish that people understood what they meant and what they were going through. I wish people took mental health seriously, even for the people who you think have perfect lives.” To many, it probably does seem like Minaj has the perfect life. However, she makes a good point that what is shown to the public and on social media is often not a reflection of people’s realities- something everyone can keep in mind before scrolling Instagram and comparing their lives to others.
Big Sean: Keeps it real
Big Sean has often spoken publicly about his own long-held depression and anxiety publicly, explaining that he wanted to “keep it real” because he “was tired of not keeping it real,” he said in an interview in 2021. “I was tired of pretending I was a machine and everything was cool and being politically correct or whatever. I just was like, I’m a just say how I feel.” He hopes that his advice will transcend to fans and their own lives, stating that “whatever they can apply to their life and better themselves and maybe it just even starts a whole journey in a different direction as far as upgrading and taking care of themselves and bossing up themselves.” In a separate interview, he stated how I’m the past he rarely took time to take care of himself and noted that nurturing himself is now a high priority for him- as it should be for everyone.
Doja Cat: Owned her ADHD diagnosis
Like Joyner Lucas, Doja Cat has also talked about how she struggles with ADHD and in an interview, stating that she felt like she “was stuck in one spot and everybody else was progressing constantly.” The “Paint the Town Red” singer learned to channel her creativity into her music and now has progressed to one of the top-selling female artists of her generation. Her advice reminds people that no one progresses in the exact same way and it’s important to not compare your own journey to the journey of others.
Michelle Williams: Stresses the importance of faith, family and friends
Michelle Williams took time from songwriting to write her own memoir about her struggles, “Checking In: How Getting Real About Depression Saved My Life — and Can Save Yours.” In the book, she opens up about her years-long struggle with depression and details how she had suicidal thoughts. She concludes with the importance of prioritizing one’s mental health as well as describes the important role that faith, family and friends play in each other’s mental health journeys.
Jennifer Lopez: Emphasizes self-care, health, and rest
After experiencing an stress-induced panic attack in her late 20s brought on by too much work and not enough sleep, Jennifer Lopez describes how she learn to prioritize her mental health and self-care. She has also stated the importance of exercising, eating healthy, and getting adequate rest, which is great advice if whether you’re performing at the Super Bowl halftime show or working a desk job.
Billie Eilish: Removing stigma and embracing your own uniqueness
Billie Eilish has been under public scrutiny before she was even old enough to drive. In an interview with Vogue, she describes how she struggles with Tourette’s syndrome as well as how she has experienced body dysmorphia in the past, stating how she used to compare herself to models and felt that she was never skinny or pretty enough. Despite her struggles, Eilish broke into the industry and skyrocketed to the top with her own unique sound and look- both of which are constantly evolving. She hopes that Gen Z will be more open to talking about mental health and removing the stigma associated with it. She’s also a living example of how a person’s uniqueness can be the best thing about them.
Kendrick Lamar: Learning to accept change and live with grief
Kendrick Lamar has often spoken openly in the past about his struggles with mental health, survivor’s guilt, and grief. The artist, who is well-known for mastering the art of lyric-writing, has used his talent to discuss his mental health struggles with lyrics such as “money can’t stop a suicidal weakness” and “depression is restin’ on your heart,” amongst others. He states that going through change can be exceptionally difficult for anyone and that “accepting change — that’s the hardest thing for man, accepting change.” Studies show that men are far less likely to seek out treatment for their mental health than women, so hopefully male artists like Lamar can show other men that there is no shame in struggling with mental health.
Kid Cudi: Got clean from drugs, focused on mental health
Kid Cudi has shared how he battled with depression and even had suicidal thoughts. In 2016, he shared that he abused drugs as a way of coping with his depression. In 2016, he checked himself into a treatment center for depression and “suicidal urges.” Kid Cudi is a prime example of showing the importance of how getting professional treatment for mental health and substance abuse issues can have a tremendous impact on a person’s life. Following his rehab stay, he came back to continue to make even more chart-topping music.
In a recent The Art Of Dialogue interview with former Bad Boy bodyguard Gene Deal, Diddy’s ex=associate claims that Diddy, who was then known as Puff Daddy, engaged in sexual acts with Karrine “Superhead” Steffans while his then wife, Jennifer Lopez, was in the same house. These allegations have many wondering if Lopez was aware of the extent of her ex-husband’s infidelity in the early 2000s.
Deal says that the former famous couple attended a Miami Hurricanes game, which was followed up by a dinner party organized by the singer/actress. According to the claims, Diddy’s friend Slam arranged for Steffans to join them in a private room. it is alleged that when Lopez went upstairs, Steffans and Combs were intimate.
It is still yet to be confirmed as to whether or not the woman in question was actually Karrine Steffans, however, Deal does insist that Lopez had no idea of what was occurring in her own home.
Born on August 15, 1972, in Berkeley, California, Ben Affleck’s relationship with acting started at an early age. He met his lifelong friend Matt Damon in childhood, sharing a passion for performing that would lead to future collaborations. His first notable appearance was in the educational series The Voyage of the Mimi (1984). However, Affleck’s big break came with the 1997 film Good Will Hunting, which he co-wrote and starred in with Damon. His early years laid the groundwork for a career that would elevate his net worth to $150 million by 2023, according to CelebrityNetWorth.
From Superhero To Super Director
LOS ANGELES, CALIFORNIA – MARCH 23: Winners Ben Affleck and Matt Damon hold their Oscar Awards backstage. At Academy Awards Show, March 23, 1998 in Los Angeles, California (Photo by Getty Images/Bob Riha, Jr.)
Affleck’s career is a medley of diverse roles and accomplishments. While he gained fame as an actor in hits like Armageddon (1998) and Pearl Harbor (2001), he also became known for his directorial skills. His film Argo (2012), in which he starred and directed, won the Academy Award for Best Picture. His venture into the superhero universe as Batman in Batman v Superman: Dawn of Justice only added to his wide-ranging portfolio. This multifaceted talent has enabled Affleck to achieve success in various facets of the entertainment industry.
A Life Under The Spotlight: Personal Life & Highlights
LOS ANGELES, CALIFORNIA – FEBRUARY 05: (L-R) Jennifer Lopez, Ben Affleck, Lauren Hashian, and Dwayne Johnson. Attend the 65th GRAMMY Awards at Crypto.com Arena on February 05, 2023. In Los Angeles, California. (Photo by Kevin Mazur/Getty Images for The Recording Academy)
Ben Affleck’s personal life has often been under intense scrutiny. His relationships and struggles with addiction made headlines. His marriage to actress Jennifer Garner and subsequent divorce was a significant part of his personal narrative. Later, his marriage to Jennifer Lopez nearly stopped the press. Yet, Affleck’s openness about his battles with alcoholism and his dedication to recovery has endeared him to many and shown the human side of a Hollywood star.
Business Endeavors & Charitable Ventures
LONDON – MAY 28: (UK TABLOID NEWSPAPERS OUT) Director Ben Affleck (L) and actor Casey Affleck attend a photocall to promote the film ‘Gone Baby Gone’ on May 28, 2008 in London, England. (Photo by Claire Greenway/Getty Images)
Affleck is not just limited to acting and directing; his business ventures and philanthropic efforts have contributed to his financial success and public image. He co-founded the Eastern Congo Initiative, an advocacy and grant-making initiative focused entirely on the people of eastern Congo. This passion for social justice and human rights has been a constant theme in Affleck’s off-screen life. Additionally, his investments in various businesses have been strategic moves that reflect his multifaceted interests and endeavors.
Conclusion
Ben Affleck’s life is a talent, perseverance, and resilience story. His career reflects a man unafraid to take risks and embrace various roles, be it as an actor, director, entrepreneur, or activist. His net worth symbolizes more than financial success; it’s a testament to a life dedicated to craft, compassion, and complexity.
Born on July 24, 1969, in the Bronx, New York, Jennifer Lopez embarked on a journey filled with dreams and determination. Her career began as a dancer, and she made her breakthrough as a Fly Girl on In Living Color. But her ambitions were far greater. The transition from dance to acting came naturally, with her first leading role in the biopic Selena (1997). However, it was not until the late 1990s that J.Lo ventured into the music industry, releasing her debut album, On the 6, which catapulted her into stardom. By 2023, her relentless efforts have amassed a net worth of $400 million, according to CelebrityNetWorth.
More Than A Triple Threat
TORONTO, ONTARIO – SEPTEMBER 07: Jennifer Lopez attends the “Hustlers” premiere during the 2019 Toronto International Film Festival at Roy Thomson Hall on September 07, 2019 in Toronto, Canada. (Photo by Amy Sussman/SHJ2019/WireImage,)
Jennifer Lopez’s career is a medley of accomplishments in music, film, television, and more. With hits like “If You Had My Love,” “Waiting for Tonight,” and “Love Don’t Cost a Thing,” she has earned her place among pop music’s elite. On the big screen, films like Out of Sight, The Wedding Planner, and Hustlers have showcased her acting prowess. J.Lo’s ventures into television, such as her role as a judge on American Idol and World of Dance, further cemented her status as an entertainment mogul.
Glamour & Grit: Personal Life & Highlights
LOS ANGELES, CALIFORNIA – FEBRUARY 05: Jennifer Lopez and Ben Affleck seen during the 65th GRAMMY Awards. At Crypto.com Arena on February 05, 2023 in Los Angeles, California. (Photo by John Shearer/Getty Images for The Recording Academy)
Jennifer Lopez’s personal life has been as colorful and well-documented as her career. Her relationships, marriages, and the birth of her twins have captured the public’s interest. Yet, behind the glitz and glamour lies a woman of resilience and authenticity. Her struggles, triumphs, and commitment to her Puerto Rican heritage shaped her as a public figure and a private individual.
Business Ventures & Philanthropy
CAPRI, ITALY – JULY 30: Jennifer Lopez performs on stage during the LuisaViaRoma for Unicef event. At La Certosa di San Giacomo on July 30th in Capri, Italy. (Photo by Daniele Venturelli/Daniele Venturelli/Getty Images for Luisaviaroma )
J.Lo’s business acumen has expanded her empire beyond entertainment. From launching her own clothing line, fragrances, and collaborating with top brands, her entrepreneurial endeavors have been a vital part of her financial success. Not one to keep her fortune to herself, Lopez’s philanthropic efforts, especially in healthcare and women’s rights, have made a significant impact. Her charitable contributions and the founding of the Lopez Family Foundation are a testament to her desire to make a difference in the world.
Conclusion
(GERMANY OUT) Jennifer Lopez, Saengerin, beim Konzert in der Berliner O2 World (Photo by Dagmar Scherf/ullstein bild via Getty Images)
Jennifer Lopez’s story transcends ordinary success stories. A woman of beauty, grace, and an unwavering work ethic, J.Lo’s contributions to entertainment and beyond form a legacy that resonates with fans across generations. Her net worth is a reflection of a life lived with passion and purpose, a melody that continues to inspire and enthrall audiences around the globe.
Last month, Jennifer Lopez celebrated her birthday in style. The multi-media megastar took to Instagram to show off the views from her party. The pictures included Lopez singing while standing on a table and sporting a gorgeous bikini in a locale that’s just as gorgeous. A few days later full video of Lopez enjoying herself while singing on a table hit the internet and delighted fans. The party took place at her mansion but it wasn’t the only luxurious place she hit to celebrate her birthday.
This week Jennifer Lopez took a vacation to a luxurious Italian getaway. While there, Page Six caught some videos of Lopez getting sun in a very slim white bikini. The 54-year-old is clearly not shy about showing skin but she also brings a level of glamour to all of it. Overnight she also posed for some pictures to promote her new alcohol brand. She posed alongside some incredibly refreshing looking spritzers for a trio of pics on Instagram. “Back in my element,” the post’s caption reads.
In the comments of her Instagram post, Lopez once again dealt with questions from fans over her alcohol brand. She has long been public about her own sober mentality, but apparently that wasn’t necessarily the case. She’s since clarified that while she doesn’t drink often, she does occasionally drink socially. What even more fans have problems with is her partner Ben Affleck’s long history of alcoholism. In response Lopez insisted that she keeps her business entirely separate from the pair’s personal life.
Lopez and Affleck appear to still be on the same page. For Father’s Day Lopez shared an absolutely spicy picture of Affleck to Instagram. While some fans honed in on his body, others asked why she chose a thirst trap to celebrate Father’s Day. What do you think of J-Lo sporting a thing white bikini in Italy at 54 years old? Let us know in the comment section below.
Last week Jennifer Lopez had her 54th birthday, but the actual celebrations are still ongoing. Over the weekend she threw a party with close friends and family to celebrate. According to TMZ, the party took place in the $60 million mansion that she and Ben Affleck bought earlier this year. In a new video that made its way to the internet, J-Lo is totally feeling herself. She can be seen dancing on a table to the sounds of Lizzo’s 2022 smash hit “About Damn Time.”
The first taste we got of Jennifer Lopez’s birthday celebrations came from her own Instagram. She posted some of her own table dancing pics as well as some incredible bikini looks. “Birthday mood…all month!! Always a good day when Lola comes to play… #OnTheJLo: Birthday Edition coming soon,” the caption of the post read. Fans were pretty quick to praise the singer and actress and wish her happy birthday. The post has already collected over 1.5 million likes and is full of positive comments.
J-Lo Dancing On Tables For Her B-Day
But the post wasn’t all love. Many comments on almost anything J-Lo puts out on her social media page have to do with her alcohol brand. Many fans have taken issue with her decision to put her name behind a line of spritzers for two reasons. The first is that she has long had the public facing image of a sober celebrity and many were surprised to find out that she drinks at all. The bigger reason is Ben Affleck’s history with alcoholism. The backlash got so heated that J-Lo eventually had to address it herself and defend her decision in an Instagram post.
Earlier this year J-Lo expanded her acting horizons by taking on the lead part in an action film. The Netflix-produced action movie The Mother starred Lopez and went on to achieve impressive success. It was the top movie on the streaming platform for an entire month following its entire release. What do you think of Jennifer Lopez dancing on tables for her birthday? Let us know in the comment section below.
As a rap luminary, Diddy officially changed his name to “Love” in May 2022. Unsurprisingly, it’s clear that this sentiment has guided much of his life. From an enduring relationship with the late Kim Porter to the likes of Jennifer Lopez and Lori Harvey, Diddy’s affinity for romance and sensuality is undeniable and now he’s found a new companion in Dana Tran, with whom he recently welcomed a baby girl named Love. Learn more about Diddy’s most notable relationships and their lasting impact on his life. Here are Diddy Girlfriends.
11. Kim Porter
EAST HAMPTON, NY – SEPTEMBER 02: Host Sean “Diddy” Combs and Kim Porter with their twin daughters D’Lila Star Combs and Jessie James Combs pictured at “The Real White Party” presented by Sean “Diddy” Combs at the Combs’ East Hampton estate on September 2, 2007 in East Hampton, New York. (Photo by Mat Szwajkos/CP/Getty Images for CP)
Observing her distinct Boheme-Georgia culture, Diddy was immediately captivated by Kim Porter in 1994. Intimidated by her grace and elegance, yet mesmerized by her beauty, he silently yearned for a relationship with her. Complemented with intelligence and poise, Kim was always unruffled and judicious in every situation — qualities that further enticed the Bad Boy CEO. However, despite this strong initial connection and sharing three children — Christian, D’Lila Star, and Jessie James — their romance wasn’t sustainable, as Diddy began to pursue Jennifer Lopez in 1999. The couple rekindled the romance in 2003 before splitting for good in 2007.
10. Cameron Diaz
(L-R) Sean “Diddy” Combs and Cameron Diaz attend Tower Building on February 5, 2011 in Dallas, Texas.
In 2008, Cameron Diaz, one of Diddy’s rumored girlfriends, briefly ignited a whirlwind romance regarded as merely a fleeting encounter between two era-defining stars. Six years later, when Us Weekly reported on Cameron’s relationship with Benji Madden, Diddy allegedly quipped “If only I could turn back the clock”, seemingly regretful of their supposed split.
9. Miracle Watts
LOS ANGELES, CA – AUGUST 22: Miracle Watts attends the Premiere Of TV One’s “When Love Kills” at Harmony Gold on August 22, 2017 in Los Angeles, California. (Photo by Earl Gibson III/Getty Images)
Rumors of Diddy and Miracle Watts’ relationship got a boost when the pair attended Diddy’s New Year’s Eve celebration. Seemingly confirming their romantic involvement, Watts later responded to a photo the hip-hop star shared of himself in the ocean with an affectionate comment, expressing her admiration for him by saying “GEEZ” along with love-struck emojis. Although not necessarily a confirmation, many believed that she became Diddy’s latest girlfriend.
8. Misa Hylton Brim
NEW YORK – JANUARY 23: (L-R) Justin Dior Combs, Sean “Diddy” Combs and Misa Hilton attend Justin Dior Comb’s 16th birthday party at M2 Ultra Lounge on January 23, 2010 in New York City. (Photo by Johnny Nunez/WireImage)
For two decades, Misa Hylton Brim and Diddy have worked together to nurture their son Justin Combs. Additionally, Misa has acted as an adoring “second mother” to his other kids, Niko and Madison, from other relationships. Upon learning of the tragic passing of Kim Porter, Combs’ long-time partner, Hylton Brim penned a sorrowful tribute featured in PEOPLE Magazine: “I am simply unable to comprehend that you are no longer here,” she wrote with profound sadness. Unfortunately, it appears that there could be some underlying issues regarding their co-parenting relationship following Misa’s comments regarding their son’s DUI arrest.
7. Sarah Chapman
BEVERLY HILLS, CA – JUNE 03: Sean Combs and Sarah Chapman attend the Ladylike Foundation’s 9th Annual Women Of Excellence Awards Gala at The Beverly Hilton Hotel on June 3, 2017 in Beverly Hills, California. (Photo by Earl Gibson III/Getty Images)
Among Diddy girlfriends in the early 2000s, Sarah Chapman’s union with Diddy was ephemeral yet profoundly significant. As a result, it ushered in the arrival of Chance Combs. Despite their amicable separation, Sarah harbored no ill will and recently commemorated Kim Porter’s passing on Instagram, praising the late mother for her unwavering devotion to her children. “Rest assured Kim, that your young ones will be blessed with love and prayers. Your resilience shines through in your children’s unbreakable bond,” she wrote.
6. Jennifer Lopez
Sean “Puffy” Combs & Jennifer Lopez during The 42nd Annual GRAMMY Awards – Arista Records Pre-GRAMMY Party at Beverly Hilton Hotel in Beverly Hills, California, United States. (Photo by SGranitz/WireImage)
In 1999, Diddy and Jennifer Lopez had a tumultuous two-year relationship that made headlines. During their time together, Lopez credited Combs for being a source of mentorship. But on Valentine’s Day 2001, the couple called it quits after the drama surrounding a nightclub shooting in late ’99. Authorities arrested both of them. However, they were eventually absolved of any charges. Afterward, Lopez revealed she desired a different kind of family life than the one Diddy could provide her.
5. Lori Harvey
LOS ANGELES, CA – JUNE 02: Lori Harvey is seen on June 02, 2023 in Los Angeles, California. (Photo by thecelebrityfinder/Bauer-Griffin/GC Images)
In July 2019, Lori Harvey and Diddy made headlines for engaging in a brief yet highly-publicized relationship. Subsequently, the couple jetted off to Italy for a family vacation, only for Lori to unfollow the rapper on social media months later due to his being photographed with another woman.
Refuting popular belief, Lori recently set the record straight in an E! interview with Adrienne Bailon, where she affirmed that neither Diddy nor his son Justin Combs ever romanced her. Furthermore, she clarified that false accounts of passionate encounters with those she’s never met have been circulated in the past, though she typically remains silent concerning such speculation.
NEW YORK, NY – MAY 07: Cassie and Diddy “Heavenly Bodies: Fashion & the Catholic Imagination”, the 2018 Costume Institute Benefit at Metropolitan Museum of Art on May 7, 2018 in New York City. (Photo by Taylor Hill/Getty Images)
In 2007, Cassie Ventura and Diddy began their on-again, off-again relationship that persisted for over a decade. Despite their attempts to remain discreet until 2012, the public discovered the union, though it eventually fizzled out in 2018 due to Diddy’s lack of commitment. Four years later, he paid homage to his ex at the BET Awards Lifetime Achievement ceremony, despite having released a song about trying to move on from her. After their split, Cassie married Alex Fine in 2019 and they have two children.
3. Naomi Campbell
Sean “P. Diddy” Combs and Naomi Campbell during 2003 Clive Davis Pre-GRAMMY Party – Inside at The Regent Wall Street in New York City, New York, United States. (Photo by KMazur/WireImage)
As the 2001 British Vogue photo shoot indicated, for a brief period Diddy was linked to Naomi Campbell, widely hailed as one of the most beautiful women in the world. In 2002, rumors proliferated that their connection had developed into something more intimate. However, neither confirmed a romantic relationship. Nevertheless, the two have continued to maintain a strong friendship for nearly two decades, and have even made joint appearances on the red carpet up until 2022. Furthermore, during a holiday trip to St. Barts, Diddy sported a T-shirt with Campbell’s face on it – a testament to the palpable bond between them.
2. Gina Huynh
LAS VEGAS, NEVADA – APRIL 02: Gina V Huynh attends the Pre-Grammy Brunch & Surf Club Label Launch Celebrating Hit-Boy at the Lavo Restaurant at The Palazzo Las Vegas on April 02, 2022 in Las Vegas, Nevada. (Photo by Johnny Nunez/WireImage)
In 2019, tabloid speculation linked Gina Huynh, a model based in Los Angeles, to P. Diddy. Then, after the Billboard Awards of 2022, Gina posted a photograph on her Instagram Story which showed her receiving a kiss on the cheek from the hip-hop mogul. This romantic gesture prompted an impassioned response from Yung Miami, who was then Diddy’s partner, who wrote, “Somebody, please give this girl some attention!”
1. Yung Miami
US rappers Yung Miami (L) and Sean “Diddy” Combs arrive for the 2023 Met Gala at the Metropolitan Museum of Art on May 1, 2023, in New York. – The Gala raises money for the Metropolitan Museum of Art’s Costume Institute. The Gala’s 2023 theme is “Karl Lagerfeld: A Line of Beauty.” (Photo by Angela WEISS / AFP) (Photo by ANGELA WEISS/AFP via Getty Images)
The list of Diddy Girlfriends wouldn’t have been complete without Yung Miami. On June 9, 2022, Diddy divulged to Yung Miami, the host of the podcast Caresha Please, that he was single. He detailed, “We have dates, we’re friends, and we explore exotic locations—it’s great!” However, it was reported in April 2023 that the two had elected to sever their romantic relationship but still maintain a close bond. Miami elucidated their connection, saying: “We shared an incredibly strong and intimate connection. We did it all: spending every day together, him supporting me, me supporting him.”
Producer Cory Rooney recently gave fans a blast from the past, sharing an incident involving 50 Cent. He told BagFuel an old story of 50 Cent getting into it with a man he believed snitched on his friend, Prince Markie Dee, for straying from his girlfriend. Rooney has frequently worked alongside J. Lo and signed 50 Cent in the ’90s.
Rooney begins, “We’re at the Hit Factory, and I’m with Jennifer in the studio. 50 shows up that day, and he got the dude with him. So he comes to me and he’s like, ‘Yo, where Mark at?’ I said, ‘I don’t know.’ He says, ‘Call him on the phone.’ So, I put him on the phone, 50’s like, ‘Ay yo listen, I got this n***a here right now, so wassup, tell me what happened.’”
Rooney continued the story, “The dude was looking around, and he put Mark on speaker, and the dude was saying, ‘Nah, that’s not what happened.’ So after awhile, 50 was looking at him and says he’ll call Mark back. And then, 50 starts pounding this dude, and Jennifer is like, ‘Oh my God.’ She started screaming. Then I told him, ‘Take the n***a outside.’”
Earlier this week, 50 Cent took to Instagram to share his thoughts on Bill Cosby’s recent lawsuit from former Playboy bunny, Victoria Valentino. Valentino alleges in her lawsuit that Cosby drugged her and a friend in the late ’60s, leading to a nonconsensual sexual experience. 50 Cent commented publicly, “They are just doing Bill dirty, smh ain’t no way 54 years ago. Lmao this is just fvcked up Brody!” Cosby and his legal team deny the allegations. The rapper also recently revealed that his highly-anticipated upcoming tour could potentially be his last. He called the tour a “final lap,” adding, “I won’t be running around like this no more. I gotta do my film and television stuff and got a lot of other things going on behind the scenes that I gotta work on. So I won’t be out touring as much as I’ve been touring… I’m having fun this time because it’s set up to enjoy myself, we not feeling pressure.”
