I understand your view of it, but even songs you can hear over and over reach a point where you don't wanna hear them for a while. Maybe we could say the sooner this point comes, the less inspiring the song is?
Same with playing songs. This is exactly why you should continuously learn new songs to play to "keep the spirit alive"
1. for yourselve
2. for the audience
3. for improving your playing technique
My two cents...
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Keyboards/Sound Units: Kurzweil 2600S, Roland VR-760, Acces Virus C, Roland G-800, Akai AX60, Minimoog, Machine Drum, Roland R8-M, mediastation x-76