Chelsea Handler has never been one to hold back, and her latest comments about 50 Cent prove it once again. The comedian looked back on her brief romance with the rapper with humor, affection, and a sense of admiration for how he continues to stir the pot in the rap and hip-hop world.
Her reflections reveal not just nostalgia but a playful recognition of the cultural influence 50 Cent still commands.
Even years after their relationship ended, Handler seems captivated by the way 50 Cent engages with the hip hop scene, particularly when it comes to his ongoing public feuds. She recently shared her thoughts during an appearance on the We Might Be Drunk podcast, highlighting her appreciation for the rapper’s dedication to trolling Diddy.
Chelsea Handler applauds 50 Cent’s trolling of Diddy
Handler’s comments show that while their romance was brief, she still respects his energy and creativity. The story is less about old flames and more about the connection she continues to feel with someone whose presence in rap and hip hop remains strong and unapologetic.
During the podcast, Handler didn’t hold back her praise for 50 Cent’s antics, describing his approach to trolling Diddy as highly entertaining. "I love what he's doing to Diddy. I love what Fiddy's doing to Diddy," she said, before adding, "Yeah, he's relentless. He's great."
Her admiration goes beyond just entertainment; it’s a recognition of 50 Cent’s ability to dominate attention in a world where rap and hip hop figures often have to fight for relevance. Handler even joked that witnessing his antics made her reconsider her past relationship. "I should probably revisit that," she quipped.
Handler on her place in 50 Cent’s life
Chelsea Handler also addressed her unique position among 50 Cent’s exes. According to her, she is one of the few women he doesn’t speak poorly about, which she attributes to the nature of their past connection.
"I'm the only one he doesn't ever talk shit about," Handler explained. "Apparently… he talks shit about all of his exes, and I'm one of the only ones he talks about respectfully."
Handler humorously described herself as “a dream” for 50 Cent, suggesting their dynamic had a rare balance that even years later earns mutual respect. "He's not going to have anything bad to say about me," she said. "I'm a dream for him. I was a dream."
Handler’s comments come during a week when she also incorporated 50 Cent into her comedy on a larger stage. While hosting the Critics' Choice Awards earlier this month, she jokingly referenced his recent involvement with a Netflix Diddy docuseries.
"The cast of KPop Demon Hunters is here, not to be confused with Netflix's other music movie, 50 Cent: Diddy Hunter," she told the audience.
Handler’s remarks highlight the intersection of comedy and hip hop culture, where personal history, public feuds, and media attention all collide. By reflecting on 50 Cent’s trolling in such a lighthearted way, she humanizes both herself and the rapper, reminding fans that even larger-than-life figures have playful, entertaining sides.