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2D drafting ruby
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I think the housebuilder plugin provides most of the 2D/3D connections you suggest; you can draw 3D walls glued onto the 2D plane and they would still appear 2D in 2D Mode since perspective would be off. Section planes can also clip things down to only the 'plan' level, keeping all the 3D stuff out of the way.
As for auto dimensioning, that does have a pretty good thread going already; I think the two could work together, but shouldn't be integrated into the same function/tool; you may not always want both.
[birchins]
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