I seem to be in the same boat as you, OP. I know the spiked, tousled hair is 'in' now, but I generally just don't really like styles that try too hard to look uncaring (ripped jeans, boyfriend jeans, tousled hair, etc.). It only really bugs me in professional situations, but I usually find men more attractive with slightly longer and less dishevelled hair.

As far as I'm aware (and I'm not very interested in fashion, so I may be way off base) that particular style is meant to make men look younger, less regimented, and somewhat devil-may-care rakish. None of that really meshes with Steve's actual personality, though. It worked for Tony (though I still liked his IM hair better) because it worked for Tony's personality. When Steve looks like this, he just looks like Chris Evans in a Captain America costume, if that makes sense.