Did exactly this with special service tools within a local Toyota Land Cruiser Club a few years back; what we found was that there needed to be a single person to act as club quartermaster/librarian to keep track of things; otherwise they just went astray. The good part of that was that we could also have a club library of manuals, videos, group camping gear, etc. As for a specialty tool owned by an individual, it worked pretty much like you'd imagine -- if you trusted someone, you'd loan them whatever they needed, if not, nix.
Keep trying on the local scene, too; sounds like you're ideally suited to do a bit of mentoring -- I know it sure made MY day when I came across a local Ducati nut who could show me the ropes (howdy, Alan, if you've made the move to DMF, and thanks!).
Of course, maybe the folks over at ADVRider have figured this all out, and it's just a matter of stealing their model. Of course, I thought they all carried around enough tools to disassemble & reassemble their bikes in a little roll under the seat...