I've always dressed the same. Only thing thats changed is my pants have slimmed up.
Jeans,t shirts,flannel,beanie. I don't assign clothes for different things, I'm not that guy.
If i had a job where I had to dress nice then it would be different.
If I happen to own A pair of shoes that are limited it's only because I thought they looked cool or someone hooked me up with a pair, they all get skated if they feel good.