Mine was a kind of evolution. I had a bass and was learning guitar. I got into jazz fusion and kind of liked the idea of being a multi~instrumentalist so I bought a clavinet, congas, bongoes and a bass amp, two AKG mikes and stands. Over the next year, I added a drumkit, double bass, mandolin and on a whim, a four track portastudio. I only bought the 4 track because I had a little bit of money left over and didn't want to go home with £60 left over. Also, where I was working at the time, we had a music project going with the kids (the fabled Tariq Kebabs) and we had a 4 track that no one knew how to work.
I'd long been interested in recording and about a year later, actually started recording. My 4 track was a Fostex X~15. I figured with what I had and my mate the drummer/percussionist using my stuff, we should be able to make songs. I'd written for years. But I eventually found 4 tracks far too limiting. Just on a simple song I needed at least 10 tracks and with all the bouncing I had to do, my stuff just became a mush. I used to put the bass and drums on the same track. They were the most separated parts ! So I progressed to an 8 track portastudio, a Tascam 488. In those early days, I'd buy effects and the like and I added things like a 4 input mic mixer and 8 input headphone dock, things that 20 years later I still use. As I had my own flat and generally great neighbours, I did most of the recording at home. It never occurred to me to do anything other. My set up included a Hammond organ, a Fender Rhodes and a piano which took 4 of us to get down the stairs of the guy I bought it from.
Like most people, the set up grew slowly and it took ages to learn things and figure things out, my mixes were fun to do but pretty shitty.
It was alot more expensive in the early 90s. I liked certain parts of the set up more than others and things changed from time to time in the quest for better sounds and mixes. It's always been a real bang on the head for me to record something I've written or collaborated on.