Last year, we ran a super-sized competition to determine the greatest pop song in modern history, from the ’80s to today. And now, we’re back — and this time, it’s all about honoring the best and boldest in music videos.
The '90s edition of Popcrush's Greatest Pop Video of the Modern Era poll has its second batch of semi-finalists! We asked and you voted, and now its time to choose between Fiona Apple's "Criminal" or Missy Elliott's "The Rain (Supa Dupa Fly)." Both contenders come from very opposite ends of the spectrum, and we anticipate a close call in this round!

Fiona Apple's "Criminal" visuals are as bold and as strikingly honest as the song's lyrics are. The video itself abandons a "high budget" aesthetic, finding inspiration in gritty footage that captures an authentic Apple as she navigates the troubled waters of love. Apple is in various states of undress, with tousled hair, a bare face, and even red eye from camera exposure, all suggesting that she is at her most unedited.

Missy Elliott is bold, and her video for "The Rain (Supa Dupa Fly)" is one of the earliest examples – plus, few artists could pull off that white futuristic jumpsuit on the beach quite like she can. Throughout the video, Elliott uses her outfits and other visual effects (fish eye lenses, distortion, semi-cartoon animation) to enhance the song's beat and lyrics. The track is overlaid with the sound of grasshoppers to signify the outdoors, and the video achieves a similar effect, offering up multiple versions of Elliott in what we can presume are her "natural habitats" (as "natural" as anything can be in an otherwise highly-stylized and choreographed music video).

Ultimately, your choice likely rests in which artist you stan for the most — but revisit both videos above, and then cast your vote!

This round ends on November 25 at 5 PM ET.

Don't forget to vote in the other rounds...

bracket-1990s-semis
loading...

More From PopCrush