Gui context menus are shrunk to 5px width if you attempt to show a menu that has already been assigned to a Gui, Menu
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#SingleInstance Force
;---FILE MENU----------------------
Menu, FileMenu, Add, Exit, GuiClose
Menu, FileMenu, Icon, Exit, mstscax.dll, 3
Menu, MenuBar, Add, File, :FileMenu
Menu, MenuBar, Add, Help
Gui, Menu, MenuBar
;---GUI----------------------------
Gui, +ToolWindow +AlwaysOnTop +HwndMainHWND
Gui, Font, S8 CDefault, Verdana
Gui, Add, GroupBox, xm w200 h100, Right Click Here
Gui, Show, ,Bug
Return
GuiContextMenu:
Menu, MenuBar, Show
Return
Help:
GuiClose:
GuiEscape:
ExitApp
Return