Here in Aus, everyone I knew who had an Amiga, had the A500. I didn't see my first (other) Amiga until I went to Uni and saw A2000 and A3000's being used for animation.
Just about everything was targetted at the A500 512k - 1Mb spec and the A2000 etc only got a mention on flight sims and gfx apps in the software shop I used to buy from.
As the A500 got longer in the tooth and other platforms advanced (which took at least 5 years!) software on the PC and Mac started looking more and more impressive. I stuck with my trusty A500 to the bitter end, I looked for upgrades (GVP HD etc) but they usually cost more than a whole new PC computer (back in early 90's) and offered only incremental improvement. AGA was still a while off.
Also, Amiga software support was fading...
...and everyone was using PCs, my favourite games devs (like Bullfrog) were building games on Wintel and back porting to Amiga, many were ignoring Amiga all together.
Eventually I bit the bullet and bought a PC primarily for word processing:
Early on, I hated the PC's hit-and-miss gaming compatability, crappy sound support, hardware/ driver conflicts and some aspects of Win 3.1. But I loved the massive speed, storage and resolution improvements. Eventually I got used to the new environment and the rest is history.