CS2 and below should just work with wine-0.9.54
See AdobePhotoshop - The Official Wine Wiki for details,
but basically as of right now, wine's git tree handles
Photoshop CS2 and under pretty darn well.
(Imageready and Bridge, not so much.)
The next release, wine-0.9.54, should have the fixes.
No more futzing around should be needed; just install
the times32 font, run the Photoshop, installer and you should be good.
(If you don't install times32, Photoshop CS2 has a cow
and claims there's a hardware error.)