>>48139It's usually because these types of characters are not just the ones with the coolest gear, but because they're often portrayed as hyper-competent. In Star Wars, the imperials don't just have cool uniforms, they're portrayed as intelligent, orderly and exacting and put such a high value on competence and success that the punishment for incompetence and failure is often death.
Another example of this would be Regill from Wrath of the Righteous. He's a Hellknight and serves as one of your token evil teammates and the game seems to assume that you'd find him appalling, but he's easily one of the most popular characters. Because he's the only one taking the war seriously. He's the only one who seems to want to hold the crusaders to actual military discipline. He's the only one that apparently values competence and results over being a nice guy. His methods are often harsh and brutal, but he can still come across looking really good compared to the circus of clowns you have to deal with elsewhere in the crusade.
I think that for certain libs, strict discipline and military excellence is scary and fascist, but to broad audiences its cool. I think to the average Joe, the strict and harsh leader, but is also extremely competent and an absolute exemplar to his men and would never ask his people to do anything he himself wouldn't do is actually a figure of respect and admiration, not fear and loathing. Darth Vader was a bad guy, no doubt, but it was hard not to have some admiration for him when you see that he personifies the discipline and competence that he demands of his officers and that he leads from the front and frequently gets stuck in with the boys during military engagements.