I think the an assassinate button on the general screen is the way to go. With a chance of the assassination failing based on "security" and giving characters even nastier traits....like "paranoid".....Caligula type stuff!
I think it's doable. I've been researching modding agents for a mod I am working on... I think there is a lot of potential here.
Here's a thread regarding modding agents if you want to check it out:
http://www.twcenter.net/forums/showthread.php?t=181086
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