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It’s no secret that both Usher and Chilli have come a long way since breaking off their fling in 2004, but according to him, their love story started far before they even met. Essence recently named the R&B icon the “Sexiest Men of the Moment,” and as part of their spread, asked the hitmaker a few questions about his love life. During the interview, he admitted that his now-ex was actually his first-ever celebrity crush.

“Imma be real honest with y’all today,” he begins in a clip. “Chilli was my first celebrity crush. I think I was 11 or 12, something like that.” Fortunately for Usher, he got to meet Chilli in 1993, and went on to date her for three years before they split. Their breakup was long believed to have inspired his fourth studio album Confessions, which has since been debunked. Chilli revealed in 2013 that they parted ways simply because “it was that time or whatever,” shutting down rumors of any potential infidelity on his end.

Read More: How Many Times Has Usher Been Married?

Usher Says His Ex Chilli Was His First-Ever Crush

“We were together when he recorded that album,” she told Us Weekly. “All of those songs on Confessions, that was about Jermaine Dupri‘s situation. Usher was just singing it. But people kind of bought into it, it was just the timing of our breakup when the album came out… So people assumed that album was about us, but it was not. And Usher and I weren’t oil and water. We broke up because I guess it was that time or whatever… He was that real love for me.“

This isn’t the first time Usher revealed his early admiration for Chilli, however. Earlier this year, he told PEOPLE that he was smitten by the TLC performer at as young as eight years old. He recalled hanging her posted up on his wall as a child, hoping for the opportunity to one day meet her. “At the age of 8, I put her poster on my wall and said, ‘Man that girl is so beautiful. One day, I’m going to meet her,‘” he explained. Share your thoughts in the comments section down below, and keep an eye on HNHH for more updates.

Read More: Usher Addresses Claim He Thanked The Devil During NAACP Image Awards: “Get The Hell Outta Here!”

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Usher celebrated the 20th anniversary of his iconic album, Confessions, on Instagram on Saturday. The project featured a number of tracks that went on to become some of the most popular in the singer’s entire discography including “Burn,” “Caught Up,” “Confessions II” and “Yeah!” He performed many of the hits from the album during his headling set for the Super Bowl Halftime Show, earlier this year.

“20 years ago today, we dropped the iconic ‘Confessions’ album, which is now 14x Platinum. Making it the highest RIAA certified album by a male soloist released this century,” he captioned the post. “The love and support from my Day 1s has been nothing short of incredible. Thank you for rocking with me through every lyric, every beat, and every confession. Thank you to each and every important collaborator that was apart of this very special project that helped mold and shape my career as an artist. Without you, Confessions wouldn’t be the masterpiece it is. Here’s to the memories, the vibes, and the timeless music that continues to move us. Let’s keep making history!!”

Read More: Usher Confirms There Will Not Be A “Confessions” Sequel

Usher Accepts NAACP Image Award

Despite the popularity of Confessions, the album failed to secure Album of the Year at the Grammy Awards, something Usher recently admitted still upsets him. Speaking with Apple Music’s Zane Lowe in February, he explained: “I’m still a little like, ‘Damn.’ I don’t know if there’s been an album that has actually sold as many or been as influential as that album has been.” Ray Charles’ final studio album, Genius Loves Company, ended up winning that year instead.

Usher Reflects On 20 Years Of “Confessions”

Check out Usher’s post about the anniversary of Confessions above. His newest album, Coming Home, released earlier this year. Be on the lookout for further updates on Usher on HotNewHipHop.

Read More: Usher Admits He’s Still Disappointed “Confessions” Lost Album Of The Year Grammy

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Usher walked into 2024 feeling more confident than ever ahead of his iconic Super Bowl Halftime show, but this year hasn’t been all roses and rainbows for the R&B crooner. He did tie the knot to his long-time lover and remind us all how awesome his discography is over the past few weeks, but at the same time, Usher’s been catching strays regarding his sexuality for some time now. Discourse previously heated up amid Keke Palmer’s feud with her baby daddy, Darius Jackson, at which time the actress’ mother stated that her daughter wasn’t flirting with the “Yeah!” hitmaker as he was a member of the LGBTQ+ community.

Usher himself didn’t address this gossip, but now that Kimora Lee Simmons seems to be insinuating that he and her ex-husband, Russell, might’ve been intimate, people are putting the Baby Phat creator on blast. After Rus shared a heartfelt message thanking the Texas native for supporting him during a low moment, KL was among those adding fuel to the fire in the comments. “Not ‘by my bed!!’ Lolol 😂😂,” she wrote on her story after seeing her co-parent’s post. “What is this I’m seeing in the news today?? Lol, y’all some wild boys frfr 🫣.”

Read More: Russell Simmons Thanks Usher For Paying Him A Visit, Fans Go Wild With Theories

Kimora Lee Seemingly Shades Usher & Russell Simmons on IG

So far, most IG users aren’t taking kindly to the model’s antics. “Slandering an unhealed person’s NAME while you keep their last name as your NAME is quite insidious,” one Instagram user chastised Kimora Lee under @theshaderoom’s post. “If I was her I’d keep real quiet when her husband Tim robbed $93,000,000 from Malaysian banks and faces 25 years in jail,” another called out the fashion icon’s new romantic partner.

Read More: Russell Simmons Accuses Kimora Lee Of Stealing From Him To Bail Out New Husband

Countless others have been rushing to Usher’s defense amid the drama. “This was unnecessary, and this is one of the reasons Black men don’t speak up. Regardless of their situation, he was acknowledging Usher as a friend/brother at one of his lowest points. #MentalHealthAwareness BLACK MEN’S MENTAL HEALTH IS EQUALLY AS IMPORTANT!” Keep scrolling to read more responses to KL’s shade, and check back in with HNHH later to catch up on music/pop culture news.

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In a recent interview with the Art of Dialogue, Gene Deal, Diddy‘s former bodyguard, made shocking claims regarding Usher‘s relationship with the hip-hop mogul. According to Deal, Usher was allegedly a victim of grooming by Diddy, sparking controversy within the music industry. Deal expressed bewilderment over Usher’s apparent praise for Diddy during an appearance on Shannon Sharpe’s Club Shay Shay podcast, given their tumultuous history. “I know and people know that was around in that time that Puff [Daddy] and Usher did have a situation,” Deal stated. “And that situation led Usher to the hospital. Now, I’ll let Usher explain that to y’all. I’ll let Usher tell that story. But how dare you say a man that groomed you, you gonna give him a pass. Bruh, you know I know.”

Usher’s connection with Diddy dates back to his teenage years when he lived with the hip-hop mogul for a year. Deal believed that Usher should publicly address Diddy’s alleged misconduct. To illustrate his point, Deal recounted an uncomfortable incident he allegedly witnessed. “Remember Usher, we was at the Swissôtel,” Deal recalled. “Puff had Kim [Porter] in the room, had one of Keith Sweat’s baby mothers in the big room outside the master bedroom. He came outside in his robe. He came outside in his robe, she gave him f****** right there. His back was turned to me.”

Read More: Woman Injured During Diddy & Shyne Altercation In 1999 Claims Puff Shot Her

Gene Deal Accuses Diddy

He continued. “She gave him f******. You knocked on the door. I came and opened the door for you. Puff went in the room. You came in the room and kissed that girl dead in the mouth. Now, I’m telling that because you taking up for somebody that you know and a lot of more people know didn’t do you right when you was at Diddy’s camp.” Moreover, Deal’s revelations cast a shadow over Usher’s association with Diddy, raising questions about the dynamics of power and influence within the music industry. The allegations underscore the importance of holding influential figures accountable for their actions, regardless of their stature.

However, it’s essential to approach these claims with caution, as they remain allegations until proven otherwise. Nevertheless, they serve as a reminder of the complexities and potential pitfalls of the entertainment world. Furthermore, there are now several lawsuits and allegations against Diddy since Cassie filed a large lawsuit against him. Let us know your thoughts on HNHH!

Read More: Tiffany Red Wants To Sue Diddy & Various Record Labels Over New SA Lawsuit