Having owned so many magazine subscriptions in the early 80's to late 90's and beyond from: Stereo Review, Audio, Stereophile, TAS, HiFi Heretic, Listener, etc., I've probably read more than I've auditioned and owned (and the auditioned/owned list isn't short either). From that, I love the older gear of the 80's and 90's in addition to earlier classic gear too.
Tube gear is without a doubt my favorite. I find whenever I've owned SS gear, it always left me wanting tube gear. At one time, I bought a pr of small brick sized Tim Rawson mono gainclones and they were fabulous. Was using it with a very nice budget preamp (Superphon Revelation Basic Dual Mono) and wished I had a tube preamp to go along with it.
I also tend to want to gravitate to rare gear as well. In addition to wanting to try many of the great products that I've read about over the years: Motif amps & preamps, Spectral DMA50 or 90 and DMC10, PS Audio 200C & 5.5 pre, Meitner, Counterpoint SA-12 & SA5.1 pre, Moscode 300, cj PV-5 or Premier II pre, Perreaux, Belles 400, Klyne preamps - which to me all look great, I'd also like to try a Tandberg 3012 int, Nait II, and a Revox B285 rec'r.
However, being so impressed with the gainclone I'd also definitely like to try the higher powered gainclone amp/tube preamp combo. Basically, just let me hit the lottery really big and I'd just have a huge museum of stacks of classic audio gear from the 60's on :)
And after that, I'd worry about what speakers that I was going to pair this stuff with...