50 Cent and Chelsea Handler
What really went on between these two? After months of speculation, this awkward pair admitted to casually dating one another. “We dated, very casually. “He’s a very sweet, nice guy … I was sampling, kind of, the atmosphere, seeing what was out there, and I was satiated,” said Handler. Her joking antics went hand-in-hand with her romantic bedroom twitpics of the two following tweets that read “I don’t know why anyone thinks I would ever date a rapper.”