Comedian Chelsea Handler has returned to the headlines for her much-talked-about relationship drama with popular rapper 50 Cent after her appearance on Netflix’s newly released The Roast of Kevin Hart. The live Netflix special, which aired on Sunday, May 10, 2026, featured Chelsea as one of the celebrity roasters, and her performance has sparked renewed interest regarding the time she dated the In Da Club rapper, one that ended on a hilarious note, as per the comedian herself.
Amid renewed interest in the comedian’s past, including the time she attended a Jeffrey Epstein dinner, the internet is once again digging up past interviews and photos of her unexpected romance with her “favourite ex-boyfriend.”
Chelsea Handler’s appearance in Kevin Hart’s roast show goes viral
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