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What might actually be funny...
by Cady
What about a rapper actually attempting to sing in tune?
Re: What might actually be funny...
by d. travers

Saul Williams is one - his roots are in spoken-word, but he isn't terrible as a rapper and he can carry a tune. The early-90s had plenty of rappers incorporating singing - Arrested Development and Bone-Thugz-n-Harmony (never mind their rapping ability). Also Lauryn Hill, Farrell, and Andre 3000.

They're not that hard to find, none of these are all that obscure.

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