Right click the Start button and click Settings. Classic Start Menu settings should open. There, check "Show all settings" at the top and go to the Controls tab. Make sure the settings for "Left click opens" and "Windows key opens" are set to "Classic Start Menu".
If you right click on the Start button and don't get a "Settings" item, it may be possible that Classic Start Menu is not loading correctly at startup. Since you have already tried Repair install, you can instead download the Classic Shell Utility from here:
http://www.mediafire.com/download/3uker ... tility.exe and use it to remove all traces of Classic Shell. This will cleanup anything that may be wrong with its installation.
Then you can download the latest version from:
http://classicshell.net/downloads/latestTry the above steps and let me know if it works.