There was a very interesting character in Star Trek: Deep Space 9 who was a deeply enigmatic character that was basically a spy and/or secret police officer who had possibly defected. More or less he was in the position of possibly being a gestapo agent who fled from Nazi Germany prior to the Nazis losing WWII. Instead of the Nazis, it was the Cardassians, and instead of the Gestapo, it was the Obsidian Order, but the basic structure holds.
This is an interesting character because one doesn’t know whether he left as a matter of principle, or if he was driven out merely by political considerations, or if he never left at all and his job as a tailor and status as a refugee is merely a cover. He is, of course, charming and charismatic, and denies ever having been of any importance, or a member of the Obsidian Order, and always claims that he’s “Just plain simple Garak.”
There’s an episode (or possibly a few episodes) in which his past is explored. I should note, in passing, that my suspicion is that in usual TV fashion, I don’t think that the writers ever did decide on a backstory. TV writers are much better at hints than worked-out ideas. Be that as it may, it was interesting, and there were a number of highly conflicting stories that surfaced about Garak’s past. When the episode (or arc) ended, Garak spoke with his friend, Dr. Bashir, who asked him about the stories.
Bashir: You know, I still have a lot of questions to ask you about your past.
Garak: I’ve given you all the answers I’m capable of.
Bashir: You’ve given me answers all right, but they were all different. What I want to know is: out of all the stories you told me, which ones were true and which ones weren’t?
Garak: My dear doctor, they’re all true.
Bashir: Even the lies?
Garak: Especially the lies.
If you want to watch the exchange, here’s a clip of it on YouTube:
This was a great exchange, and, in a different context, it would have been a brilliant conclusion. The problem, of course, is that it gets its power by hinting at a cohesive story behind the fragments Bashir (and hence, the viewer) are allowed to see. This is a problem because there was no cohesive story behind the fragments; they were just fragments thrown out in order to contradict previous fragments.
I don’t mean that they had literally no ideas; it was clearly established that Garak was in fact, at least at one point, a high ranking member of the Obsidian Order. What was not established was what principles he actually had.
Nebulous hints are only interesting if there is something good at the back of them. If a man simply lies because he is so warped and twisted that he doesn’t know the truth, this is not interesting. This gets back to something I’ve said more than a few times: it is a man’s virtues, not his flaws, which are interesting. Flaws are, at most, a crutch to make it easy to show off a man’s virtues.
What would have made this great is if there was some principle—that was not just loose consequentialism plus a goal—which was being served, and, therefore, all of the lies actually conveyed a truth, if properly understood. That is, this would be great if all of the lies were actually cyphers, and at some time later the key would be given which would decypher the lies into truths.
You can see an example of this, though not a great example, in the retcon of how Obi Wan Kanobi explained why he said that Anakin Skywalker was killed by Darth Vader. When he said it, he meant that the good man who called himself Anakin Skywalker was gone forever, replaced by the evil man who called himself Darth Vader. It wasn’t great, but the lie does make sense as containing a truth, when interpreted under that rubric.
That’s what enigmatic characters should all be, though in general it works best if the writers create the cypher key before encrypting things with it. When the writers do that, they do have the potential to create something great.
For it is good, indeed, when it turns out that the lies are all true.