10 of the strangest celebrity hookups of all time (With Pictures)

6. 50 Cent, Chelsea Handler

A rapper and a comedienne, how strange does that sound? 50 Cent and Chelsea Handler created quite the headlines when they went public with their odd relationship. The former Chelsea Lately host would go on to admit that she was blown away by the rapper and couldn’t resist his charm. Handler didn’t care what people thought about her romance to 50, but things got weird when the rapper’s ex-girlfriend Ciara, was said to have been calling him endlessly, knowing very well that the music mogul had already moved on.