1. 50 Cent
Rapper 50 Cent is said to be one of the best lovers Chelsea Handler has ever been with. The twosome, who briefly dated in 2008 and 2009, had everybody convinced that the relationship was a publicity draw, but Chelsea says otherwise. In an interview with Howard Stern, the Netflix star admitted to having slept with the rapper on multiple occasions, adding that their chemistry was so intense, it felt as if she was wrestling an alligator. 50 Cent went on to insinuate on a follow-up interview with Stern that the couple enjoyed trying out new things.
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