Chelsea Handler reveals new romance with a Republican cowboy after lending him $1,000 at a Vegas blackjack table, sparking buzz given her past with rapper 50 Cent. She also details buying a Brentwood ...

"50 Cent's ex sparks controversy after going public with 'Republican' boyfriend. Fans revisit past drama. What's the real ...

Chelsea Handler applauded her former boyfriend for trolling Sean "Diddy" Combs amid the music mogul's fall from grace. Combs, 56, was convicted on two prostitution-related charges in July 2025, though ...

Chelsea Handler is in a new relationship and she is keeping his identity private. Here's what we know about Chelsea Handler's ...

50 Cent has been in the news a lot lately. Between his online trolling activities and Netflix documentary, the “Many Men” rapper has a lot going on. His activity has grabbed the attention of one of ...

Chelsea Handler is looking back on her brief romance with 50 Cent with a mix of admiration, humor, and a little bit of chaos, and she's making it clear she still has love for how the rapper moves ...

Chelsea Handler applauded her former boyfriend for trolling Sean "Diddy" Combs amid the music mogul's fall from grace. During a recent appearance on the "We Might Be Drunk Podcast" podcast, Handler, ...

Chelsea Handler is enjoying a new romance. Over the years, the comedian has spoken about her high-profile relationships — including when she dated 50 Cent and Jo Koy — but she is now staying ...

Chelsea Handler applauded her former boyfriend for trolling Sean "Diddy" Combs amid the music mogul's fall from grace. Combs, 56, was convicted on two prostitution-related charges in July 2025, though ...