While I sympathize with any computer owner who wishes to use the most productive software for hir (Old English, and it gets past the ridiculously PC 'his/her' usage) purpose, I also marvel that so many, even the enlightened enlisted who join the PPC MLA and 68K MLA, do not realize that the first three acts after acquisition of a new (different) old Mac should be to:
1) open it, inspect it, clean it, and repair it;
2) maximize the RAM complement, stopping only at 512MB if the max. is greater than that figure;
3) replace the RAM battery if that does not show as near-new (3.67V).
Then, if it is not possible to do what is desired with the Mac, consider a CPU upgrade or a Mac with a better native spec. If the aim is only to explore the Mac, the bar can be lowered while you do so.
I routinely junk any software from any (System 6 to OS 9) System Folder that I shall never use, which includes all sharing other than Personal File Sharing over ethernet or LocalTalk, anything to do with (dial-up) modems and their CCLs, stupid voices and talking Mac programs, printers outside the half-dozen that I own, or the one that my Mac will use, and so on. I never cease to marvel at claims that System Z is unstable, slow, buggy, crash-prone or the like, because I have never found any to be so. Admittedly, I use trusted Systems, which are usually the last of their lines: 6.0.8, '7.1.3', 7.5.5, 7.6.1, 8.1, 8.6, 9.1 (or 9.2.2, if possible), and not the intervening versions. I have no desire to force OS X onto anything when I have Macs that run it better, natively. (OS X is, of course, in a category of its own.) That, and good, regular housekeeping make for a happy household.
If I lived somewhere with an even smaller second-hand Mac market than Australia has, I might be tempted to push an LC II to run Leopard, but I don't. I'm quite happy to push an LC II only as far as 8.6, and would if I didn't have perfectly competent Macs already running it. Giving a horse two extra legs may not necessarily be an advantage, but giving one its own Mustang might be ...
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(60x) 13DT + 3PB + PTPro; (G3) 7DT/MT; (G4) 3T + PB. System 8.1 to OS 10.5.8