Chelsea Handler and 50 Cent
Chelsea Handler and 50 Cent may have seemed like an odd couple, but their short-lived romance in 2011 was full of mutual admiration. Known for her sharp wit and bold personality, Chelsea found an unexpected match in the rapper and businessman. She’s been candid about their time together, often speaking fondly of his masculinity and sense of humor.
Although their relationship didn’t last long, Chelsea has referred to 50 as her “favorite ex,” suggesting the breakup was amicable. The reason behind their split remains unclear, but it’s likely that timing and differing lifestyles played a part. Still, their fling remains one of the most unexpected—and oddly charming—celebrity pairings in recent memory.
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