Hmm let's see.
1987 My first studio was a Casio with the yellow drum pads, two cassette decks, a drum set and 1 Radio Shack mic.
The following year, I got a Yamaha DX27 and a Teac 2340 4 track Reel(thanks Dad) I had a summer job so I bought an AkaiS612 sampler
In 1993, I bought a Kawai K11 and a Packard Bell PC with Cakewalk 4 Dos, still using the 4 track synched with SMPTE.
In 1995, I picked up a Ensoniq ASR10, still using the 4 track and Cakewalk; upgraded to 2.0 for Windows
soon brought a Dat deck to mix down. Used the sampler to record vocal phrases and sequenced all the music.
Sold the ASR in 97 and stopped recording.
In 2000, I got the bug again and bought a Emu E5000 Sampler, Behringer monitors, a mixer, and Cakewalk Sonar! Setup spare bedroom studio; oh and some new NS10s
2003, upgraded Sonar and bought a Motif rack; built a dedicated booth
2004, drew up the plans for a larger basement studio
2005, got a indy label client and bought a Pro Tools HD rig, a Mac, and some big Tannoy monitors.
2006, bought some SSL outboard gear, some sound modules; Korg Wavestation, Roland JV1080, and some small Genelec monitors.
2007, still working on studio, bought a Hammond A100 and hired movers to carry it downstairs.
2008, finally finished building the studio and got moved in.