Apple //e (on loan from future employer) -> C64 -> Taiwanese AT clone w/80386-25 -> C64 -> IBM PC/XT -> Dell AT clone w/80286 -> AT clone w/80386-25 -> Amiga 500 -> Amiga 2000 -> Amiga 3000UX -> Apple //e (same unit, acquired from former employer) -> C64
I bought the C64 because I could afford to pay cash for it*. I really wanted an Apple //e, but upon turning on the C64 for the first time, instantly changed my mind. The C64 was vastly superiour in every way except the disk drive (which in some ways even that was vastly superiour; you can't run 6502 code on a Disk ][). The C64 didn't live long. First the sound quit, then the colour monitor lost its colour. In retrospect, the C64 power supply was probably dying, and the PLA was bad. I bought a SID trying to fix it, but should have bought a PLA. The monitor should have been easy to fix too.
The "obvious" choice at the time was something "IBM compatible". I learned Pascal with that and learned the BIOS and DOS functions inside and out. But I missed the C64, so I went back to that, sans colour and sound! For practical reasons, when the C64 finally died, I bought a PC/XT for about what I paid for the C64. I eventually worked my way back up to an 80386-based AT clone, which I used to the max. I had both a VGA and an MDA, with dual monitors, and I ran DESQ/view, typically running four or five tasks simultaneously all the time.
I then acquired an Amiga 500 from a guy who owed me money. At first, I didn't want it, because I had seen Amigas on display in a store when they were new, and I was unimpressed; the demo software was very lacking. But my debtor, being unable to pay me back, was very insistent. He showed me the A500, and before we could even get it running (corrupt boot disk), I was thouroughly impressed with it. Shortly thereafter, Windows 95 came out. Seeing what it was like compared to the Amiga, I put the AT clone in storage. I worked my way all the way to an A3000 running OS4.0. My CyberstormPPC board died the day I installed OS4.1. I lost my internet connection around that time. I had been playing with the //e which I had re-acquired (saved it from the trash), but, ended up putting together a complete C64 system, and that's where I am today.
I have an A2000 running mostly for financial bookeeping (and it makes an excellent "tweener"). Anything I need to do on the internet is pretty much done on "phones" and this "phablet". Everything else gets done on the C64.
*When I bought the C64, I couldn't afford any peripherals. I bought a black and white TV at a rummage sale, and saved programs by recording the video on a VCR and listing the program! It was a couple years before I got a used 1541 and a new 1802 (I think) monitor. I still have the TV
https://youtu.be/cPe_T2h4MQM