9. Beck - "Loser"
This right here is what apathetic slacker mentality was really all about in the '90s. Beck had his friend make a video for his hit "Loser" (which is actually an extension of songs he would play to see if people were even listening at his shows), and it basically ended up being a compilation of Beck doing whatever he wants. Beck is quoted as saying they were just "fucking around" and they weren't "making anything slick." That has '90s written all over it.