7. Lil Wayne
Lil Wayne has proclaimed himself as the “greatest rapper alive” and with confidence that high, he probably couldn’t care less about his looks. On a segment of ‘Mean Tweets’ onJimmy Kimmel Live, the rapper read out-loud an unfiltered Tweet which read “Lil Wayne looks like a crabapple”. But don’t let the looks fool you, Lil Wayne has dated some of the hottest women in Hollywood such as Lauren London and Christina Milian. Wayne has even admitted he lost his virginity at the tender age of 11 while playing board games with a girl two years older than him.
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