so I am trying to get my menu item, that is show on the action bar to behave like a checkable menu option. The firs part works, meaning it is checkable and when I press it,
Checkable items appear only in submenus or context menus.
You are using them as main menu items, hence it will not work.
SOURCE: Download the API DEMOS, and open the file ApiDemos/res/menu/checkable.xml, you'll see it as a comment on line 13. I don't know why they don't mention this in the Developer Documentation
reference with comment.: http://alvinalexander.com/java/jwarehouse/android-examples/platforms/android-2/samples/ApiDemos/res/menu/checkable.xml.shtml