Artists That Shouldn't Do Advertisements for the Gap

Probably no longer topical, but play off of the ad that shows a series of artists singing Supertramp's "Give a Little Bit," except do it exclusively with artists that wouldn't quite fit the Gap's marketing campaign:

As always, start with a 'normal' artist, then go strange. You could throw in equally inappropriate combinations of artists. Gilbert would have to end up tied up in a corner during the subsequent artist's segment.