I almost immediately wanted the C= 8kb upgrade with extended BASIC for my VIC20. When I got my C64, all I could think about was that great day when I'd have the scratch for a floppy drive. When the 128 hit, oh man, I was so excited about upgrading to that.
When I got my A500 and I found out there was a faster processor available (in this case, with my budget back in '89, an ICD AdSpeed), I bought it. I bought a SupraRam sidecar to get more RAM. I upgraded to a 2mb Agnus. I put in a new Denise (?) to go from OCS to ECS. I think.
When I could afford an A1200, I upgraded there. I lusted after an 030 card - and I was given one by a guy who was getting out of the Amiga game. I got the biggest HD I could afford at the time ($189 for a 60mb 2.5"!) and 4mb RAM (another $200 or so). Hated using a little color TV so I plunked down for a (used) 1084S.
The point is, I never said "Oh this is perfectly OK, it's OK that I run out of RAM or that a given app (Vista or VistaPro) crawls, that I get told I don't have enough Chip memory, or that I have to swap floppy after floppy just to do desktop operations". The Amiga wasn't/isn't some magical beast that is immune from Moore's Law. If it had been the entire computing world would still be motoring around on a 256k A1000. I always wanted something better, faster and stronger. It's a pity that couldn't be the Amiga, forever. The stagnation of the early 90's meant in key areas - and we all know what they are - other systems leapt to an unreachable lead.