I think that is your challenge in the position you hold, Anna. As an outlier, you operate in a different zone than a lot of the people on this board, and your comfort in embracing looks is going to be different than someone who is just testing the waters. So trying to perceive the other side of the coin might help your frustration. I don't think people are willfully choosing to look dated or out of style or whatever.
I believe you wear a uniform at work? So your time off work is your chance to play with looks and fashion. It's your hobby, I would say? I don't wear a uniform at work, and while my department is pretty laid back, I can't wear a lot of looks like that ones you sport. They are way too out there for my office. Also, someone like MaryK, who has a lot of fun with fashion, no question, is still somewhat contstrained by her work environment. But I certainly can be inspired by how you put some of your outfits together.
I think this forum is made up of many different stakeholders, who all want to get different things out of participating here. So some people might want to be pushed out of their comfort zone, or experiment with "crazy" looks, while others just want to look decent and covered and appropriate, and aren't as concerned with "style" or developing a rubric or being cutting edge.
So, to wrap up this novel, I (and if I may speak for others) really do appreciate your eye, aesthetic, and honesty. If I may be candid though, I do find it off-putting when your views are expressed in frustration. But I have no constructive advice to offer on how to change that, as it is something I struggle with every day...I am not a patient person, and I tend to overreact.