I started hunting with pretty basic stuff. Do you remember cotton thermal underwear? I spent many miserable hours just trying to stay warm - back in the late 60's.
As I got smarter and had a little money, I upgraded. My cousins took me to a store called Eddie Bauer. Wow! To a 20 something, that was a world changing experience.
Now with all the new miracle fibers, 850 down and such, there is no reason to have "bad clothes". I have a set of Sleeping Indian wools (now out of biz due to death) that will last me the rest of my career - because I take care of them. I have some Kuiu stuff too. These are specialized items that cost quite a bit but if you look around, you can find great stuff on sale or clearance.
Its just me, but I have been shying away from all the camo stuff and sticking with earth tones.
Technology has been our friend here - allowing us to enjoy outdoor pursuits to the fullest.
