You can dress how you want. If you see a millennial reaction weirdly to what you are wearing, its likely them cringing at a memory of when they wore something similar as a kid. Cyclical fashion trends and all that. With that said, our culture does have a huge issue with fast fashion, and I’d encourage simpler higher quality clothes that wont cycle with trends as often, for the sake of not destroying the planet.
You need to do whats best for yourself, but it sounds like Israel would be a better place with your voice in it.