1. Rudy Ray Moore, Merry Christmas Baby (1971)
It was only a matter of time before the late-great actor/singer/comedian who starred in the 1975 pimp-flick Dolemite dropped a Christmas album. His two-part "Night Before Christmas" is as nasty as you want it to be, while "Health Department" is all kinds of wrong. When the album was later reissued as This Ain't No White Christmas, the new label had the good sense to use the same cover art. But there are so many unanswered questions: Where are these ladies now? And what is that tree made of?