20. "'97 Bonnie & Clyde" (1999)
If Eminem is the flawed hero of his own music, Kim, his ex-wife and mother of his daughter, Hailie, is habitually his Achilles' heel. On "'97 Bonnie and Clyde," one of the earliest and most explicitly chilling takedowns of his femme fatale, he plays loose with Bill Withers' "Just the Two of Us," fantasizing about dumping Kim's dead body into the ocean … with his daughter in tow. Hailie even appears on the track. "I lied to Kim and told her I was taking Hailie to Chuck E. Cheese that day," Em told Rolling Stone for a 1999 cover story. "But I took her to the studio. When she found out I used our daughter to write a song about killing her, she fucking blew." Eminem knew the consequences that such a track could have for his daughter. "When she gets old enough, I'm going to explain it to her. I'll let her know that mommy and daddy weren't getting along at the time." Years later, the rapper was more contemplative. "Shit, hindsight is 20/20," he told RS in 2013. "At that time, that was how I dealt with things. I didn't really think about … what was right or wrong or whatever."