Here's some interesting background about what's happened with IronPython: http://devhawk.net/CategoryView,category,__clrtype__.aspx I'm still reading through it all, but note in particular the post from April 24, 2009: http://devhawk.net/2009/04/20/Introducing+Clrtype+Metaclasses.aspx
My guess is that concept of __clrtype__ never made it over into IronRuby.. Brian, regarding your string indexer idea. I assume that you mean to implement the indexer on a C# class and then inherit from that in ruby? That idea has some merit, I'll look into it.
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