50 Cent Surprises Chelsea Handler With Sandra Bullock, Jen Aniston

May 2024 · 2 minute read

Absence made the heart grow fonder! 50 Cent supported his ex-girlfriend Chelsea Handler on Tuesday, Aug. 26, showing up for his former flame on the series finale of her late night talk show Chelsea Lately.

The rapper, 39, was hyped to appear on the last episode of Handler’s show, but his entrance into the send-off was orchestrated by the comedian’s close friends Sandra Bullock, Jennifer Aniston, and Mary McCormack.

The three women joined Handler, 39, for a mock intervention, sitting together on a couch opposite the host. Chelsea Lately regular McCormack, 45, started things off, criticizing Handler for her drinking habits and for being a bad influence. 

She then passed things to Handler’s longtime friend Aniston, 45, who complained about the TV personality biting her style.

Chelsea and girls and 50

Finally, fellow A-list superstar Bullock, 50, took a moment to tease the woman of the hour.

“You’re not funny, you’re not cool, I think you’re probably one of the most un-hip people I’ve ever met,” Bullock said, walking off the stage seemingly to retrieve a prop.

What she was actually fetching, however, was 50 Cent, who was hiding backstage. “There was one time in your life, there was one time where you were somewhat cool, way back in the day, but you kinda blew that one,” she said as she grabbed the “Animal Ambition” performer. Handler, whose other exes include Ted Harbert and André Balazs, dated 50 Cent for a few months in 2010. 

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“You know I’m talking about when you let this guy go!” Bullock said of 50 Cent, whose hand she walked out holding. 

Watch Handler’s priceless reaction and the former couple’s reunion in the video above! See more hilarious moments from the finale.

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