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The Wing installer does not add the registry entries to open when a .py file is double-clicked because the Python installer sets things up so that python.exe executes a file when a .py file is double-clicked.  I suspect what happened is that you selected wing as the program to run on double-click and then installed / reinstalled python which reset the registry entries.  I suggest using Edit with Wing from the right click context menu rather that relying on double-clicking opening a .py file in Wing.