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When you draw stuff, but it aint as cool as you imagined because you dont have drawing skills ;_;
All well, back to the "drawing board".
If you refer to drawing stuff in a map editor, that is something that I guess will just come with experience. The first things I "scribbled down" always ended up feeling, looking, and playing far from what I thought it would be like. Eventually you'll get a better feel for how the map overview "translates" to a playable area.