I came to the Amiga from the C64, it was a natural progression from 8bit to 16bit. The C64 was the first computer that blew my socks off, it seemed every month there was some new game that made us rethink what the machine could do. Also, the computer was simple enough that you could "learn the system" and become very familiar with the software and hardware, and do stuff easily.
For me the Amiga 500 was the next step up, and more and better, but I remember thinking at the time that a lot of C64 games had more playability eventhough they lacked the graphical magic of the Amiga. I only got into using the OS much later when I got a used A1200 with a HD and while good, it had its annoying aspects and was less useful for day to day computery stuff than my humble ole' 350Mhz PC.
I think a lot of people who became the diehard Amiga nuts of today are people who owned Amigas other than vanilla A500's back in the day and so got to use the OS more deeply than someone stuck with a floppy based system, sadly those people are relatively few.
