No one’s mentioned “Shake Ya Ass” by Mystikal? That’s one dirty muhfuggin song right there. My boyfriend put the song on a mix CD for me because he knew that I found the radio edit (“Shake It Fast”) hilarious. But the lyrics, oh dear, even the confirmed non-prude that I am, I was a little shocked that they were even able to make a radio edit. Choice lyric: “Gonna beat that pssy up, not smooth f**in’.” Eeep!
If, by Janet Jackson Dirrty or Genie in a Bottle, by Christina Aguilera Master and Servant, by Depeche Mode Get Off, by Prince Let’s Talk About Sex (or the previously nominated “Push It”), by Salt n Peppa
Possibly My Sharona, by the Knack, or Why Can’t I, by Liz Phair, but those are pretty tame compared to the others.