Gary, the headphone amp designer who runs Electric Avenues asked this question several years ago. His customers posted responses, the link is worth sharing. Songs Suggested by Gary’s Headphone amp customers
Back then I liked The Orb’s Cyberiad CD because of the variety of sonic textures and Dire Strait’s “Ride Across The River” because of the very clear guitar sound.
I’ve always liked Beethoven’s 6th symphony, and both Telarc and Grammophon have done nice versions. I like the Telarc Mahler’s 6th also.
But then there is the FUN music.
Boston Pops, Fiedler, RCA Victor Red Label OFFENBACH, “Gaîté Parisienne” It’s fine on speakers, but you can-can listen on your cans! Recently re-released in an audiophile pressing.
And then… and then… Funkadelic’s “Let’s Take it to the Stage”