Some of the braided belts and Doc's I see at church have to be at least 20 years old.
I think a BYU dri-fit button down that I have is about 10 years old has to be the oldest. Still looks good.
I have a black button down shirt that is about 20 years old....I haven't worn it in years, but it is still in the closet and I purge regularly. Just have never purged it for some reason.