54. De La Soul "Millie Pulled a Pistol on Santa" (1991)
Producer: De La Soul & Prince Paul
Album: De La Soul Is Dead
Label: Tommy Boy
De La Soul Is Dead is a traveling carnival of dark humor. Towards the middle of the album is "Millie Pulled a Pistol on Santa," a story of sexual abuse and revenge that is not darkly humorous, or funny at all for that matter-more like twisted and surreal. It's one of the best performances of their career, and it's an affecting, somber tune that wisely avoids mawkishness in favor of powerful storytelling.