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Ok, so there's two songs I've been trying to find for years and I might be totally wrong with the descriptions but I'll give it a shot
The first
I saw on MTV around 2007-2009 and from what I remember it was a alt-rock song that had lyrics that were something like "we were having too much fun" and it was black and white outlines and I think there were highways going all over the place kind of what seemed like heaven.
The second
an artsy isometric perspective video with singing skulls and people dressed in suits and the lyrics were similar to "can't get to sleep at night and all those songs that you're singing... is killing me". I think the people would hop on these tiles and loop again or something
I know it's strange to ask about here, but I've tried looking them up and from what I can tell, they're in my imagination.