The logical part of my brain reminds me that Obi-Wan doesn’t actually flirt, but that I interpret a lot of what he says as flirting simply because of his accent and how he sometimes lowers his voice. Lowering one’s voice is not automatically indicative of flirting. Therefore, Obi-Wan’s go-to strategy isn’t flirting, it’s being obnoxious.
On the other hand, in the Clone Wars movie, he does sit down with the enemy and have a little tea party with him. And the way he stirs his tea is just… And there is the fact that he definitely flirts with Ventress, because he uses pet names. Obviously sarcastically, but sarcastic flirting, in this case, counts. However, he speaks to the majority of his enemies the exact same way, just minus the pet names. Same inflection and tone, very similar word choice. That’s clearly flirting.
However, the real evidence is when Obi-Wan meets Grievous for the first time and fucking winks at him.
Obi-Wan’s distraction technique is flirting, thank you for coming to my TED Talk.