4. 50 Cent
Apparently Chelsea Handler was able to stop 50 Cent‘s heart in a way that nine bullets were not. Though they are no longer together, the rapper otherwise known as Curtis Jackson was head over heels for the comedian, wooing her by inquiring about her relationship status as a guest on her “Chelsea Lately” talk show. Handler roped Jackson into cheesy skits on the show and tweeted out pictures of the two of them in bed before dumping ‘Fitty’, allegedly after he suggested a threesome with Ciara. The two reunited on the series finale of ‘Lately’ and showed some strong chemistry while swapping numbers.
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