When I need a fashion fix I love to go to style.com. My go to girls for how to condense all those slide shows and high fashion into a reasonable sysnopsis for what I want for every day or a night out: whowhatwear.com, they also have a feature where you can ask a stylist questions. I personally love vintage pieces, and maintaining a sense of personal style.
Everything old is at some point new again, so a lot of your clothes may not be outdated. I think the biggest concern is to keep a modern silhouette. If your clothes make your body look good, then people really don't care as much if you are in season or not.
I cant really gove you an answer,but what I can give you is a way to a solution, that is you have to find the anglde that you relate to or peaks your interest. A good paper is one that people get drawn into because it reaches them ln some way.As for me WW11 to me, I think of the holocaust and the effect it had on the survivors, their families and those who stood by and did nothing until it was too late.