1. Juvenile f/ Mannie Fresh & Lil Wayne "Back That Azz Up" (1998)
Many essential ass-shakers came before this song, and many came after, but "Back That Azz Up" is the prototypical twerk anthem. It redefined the style and brought it into the modern era, while staying true to the conceit of pioneering twerk records. "Girl, you working with some ass," Juvenile begins, as if announcing the record's thesis statement. Juvenile sticks to the theme for the rest of the track, hardly deviating from the topic of twerking. He only stops when Lil Wayne shows up for one of his first moments on wax and tells the ladies to "drop it like it's hot." Booty-based dancing simply hasn't been the same since.