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With a very simple case to dig in on (addressable and rack, rack having no dependencies), I'm able to get it to work with 1.9.10 through all 1.10.x and 1.11.x versions. (work => just update rack) rubygems/bundler#3759 has many details, as well as rubygems/bundler#3763 which 'fixes' and re-introduces the secret behavior for backward compatibility.
rubygems/bundler#2016, rubygems/bundler#3759
Doesn't appear to work 1.10.x, but does work in 1.9.x.
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