I like the
Roses video by Outkast, top to bottom visual silliness: like Bentley Farnsworth getting socked in the mouth and Caroline ditching Big Boi and Andre 3000 for the effeminate guy.
There'sthis dance video I like by a Canadian group, Chromeo, called
Needy Girl. It's old school electro-funk, dancing robots, and milky-colored scenery.
http://www.turborecordings.com/video/needygirl_100.mov
I like the old Michael Jackson videos, back when he called them 20 minute musical films:
Thriller, Bad, and Black or White. Video masterpieces.
A Dream's A Dreamby
Soul II Soul. Very ethereal video. VH1 used to play the sh!t out of this video back in the day.