Star Wars Headcanon (I can't draw this but I invite anyone with any skill level to do so, I want to SEE IT but sadly I am Photoshop illiterate) Instead of being a polite, cruel & cold version of himself, Sith!Obi-Wan Kenobi is literally just *xxxtra* Ewan McGregor as Black Mask, mask included. He owns a nightclub and wears velvet and lace and leather, he has made Commander Cody dance naked on a bar table in the middle of a 79s hostage situation, every undercover Jedi Shadow that tries to infiltrate his organization ends up doing his dirty work and then getting tossed off a pier with extreme prejudice (looking at you Quinlan Vos), he once told Admiral Thrawn his art collection was "gauche", when Jedi!Maul was hunting him down, Sith!Obi went to Dathomir and skinned a bunch of his relatives and then wore the skin over his mask (double mask!) and called it avant garde self expression, and so on ad nauseum.
Is there a plucky femme anti-hero heroine who is going to shove a flashbang into his brocade jacket and blow him to smithereens? Probably- I'm not SAYING Ahsoka/Asajj/Trace&Rafa/Barriss/LattsRazzi etc should be crammed into a Birds of Prey style allies of convenience followup illustration (but I'm thinking it kinda fucking loud)