As far as I can tell the sample program works as expected on OS X with either Cocoa Tk or X11 Tk, in both cases (as long as the event is changed to Button-1).  I agree it's most likely a platform difference or platform bug in Tk behavior, rather than a Python issue.  But establishing what is the desired Tk behavior on each platform is way beyond the scope of the Python issue tracker.  I suggest you ask in more specialized forums, like the Tkinter-discuss list (https://mail.python.org/mailman/listinfo/tkinter-discuss) or a Tk support group.  If you want to pursue it as a Tk issue, you might want to search the Tk issue tracker (https://core.tcl.tk/tk/reportlist) and/or open a Tk issue there.  You'll probably have more success there if you can provide a Tcl-based test case, for example, using the wish shell, thus eliminating Python from the equation. If it ends up looking to really be a Python issue, please re-open this issue with links to the discussion elsewhere.  Good luck!