While they have a very good/evil worldview with no gray areas, in reality the world is full of gray areas. Consequently, JWs in Mexico compromised and paid bribes while JWs in Malawi refused to compromise and died. Many JWs died refusing blood therapy under threat by WT, while others are allowed to take blood... but only after fractionation. Their bedroom laws, dating, etc. are crazy with huge areas termed "brazen", "loose", "unclean", etc. "Did you touch her boobs? Over or under her clothes? Did she resist? Was it touching or caressing? For how long? Blah, blah, blah" What happens in the investigation/JC and the consequences are determined by local kangaroo courts. And the clothing rules? It really shows that they are completely concerned about the appearance of the outside of the cup while the inside can be filled with toxins.
Of course, WT can't leave the thinking and decision-making to the individual. They want a high level of control. Yet I don't think they'd issue uniforms to all JWs because the individual's choice of clothing is a way to judge them and keep them under a level of fear. And for the single sisters there's a fear of getting in trouble vs. the fear of not getting noticed by guys and winding up like the elderly single pioneer sister with hairy legs and 27 cats.
In my personal experience, having lived a life that stayed clear of the gray areas as a good JW, as soon as I did something "in the gray area" that the rest of the BoE could take issue with, they chose to bring down the hammer on me! This turned out interesting since what the BoE said that I did was terribly wrong... yet my family had known about what was going on beforehand and didn't see anything wrong. And other local JWs I talked to afterward were in shock that the BoE took issue with something far less significant than issues in the lives of those other elders. And what I didn't wasn't a significant as flying a flag in front of the local KH.
I don't know how clear I'm being, but while it's a cult that views everything in black-and-white, there are huge gray areas in between that cause chaos in the way JWs love to harshly judge... or completely ignore any perceived infraction.