The comedian also reflected on how the rapper 'convinced her to date him' 15 years ago while chatting with Scott Evans.

"Finally, one of my family members," Jenna said while introducing her Dec. 5 guest co-host on TODAY with Jenna & Friends.

American comic and author Chelsea Handler has lifted the lid on dating 50 Cent. The pair briefly dated in 2011 after the ...

Chelsea Handler is sharing insight into her previous relationship with 50 Cent. “He convinced me to date him after he was on ...

Chelsea Handler opened up about how 50 Cent persuaded her to go on a date, calling the rapper “such a sweet guy” in a candid ...

Chelsea Handler shocked even Jenna Bush Hager when she decided to shoot her shot with Italian actor Michele Morrone on Today ...

Chelsea Handler had no shame in trying to pick up Michele Morrone on live TV. During the Friday, December 5, episode of TODAY ...

The 30th annual Critics Choice Awards kicked off Friday, Feb. 7, with a monologue full of jokes from the returning host E! Chelsea Handler kicked off the Critics Choice Awards 2025 with more important ...

Sean ‘Diddy’ Combs’ past has been looked at in a new light ever since Cassie filed the first lawsuit against him. His infamous parties with celebrities have especially been reevaluated with intense ...

Chelsea Handler and Ralph Fiennes were spotted getting cozy while attending the Vanity Fair Oscars 2025 afterparty. The “Chelsea Lately” alum, 50, and the Oscar-nominated actor, 62, appeared to be in ...