If I were to go back to using a classic Mac OS for everything the things I would miss most are iTunes, Pandora and IMVU, as well as Photoshop Elements 7. Honestly though, I'd love to use the classic Mac OS instead of Windows. Not that I have anything against Windows - I used System 7.x (can't remember what exact version and too lazy to check ) and Mac OS 8.6 and 9.2 a lot as a little kid so the classic Mac OS has a ton of sentimental value to me.