Certain looks don't date. Your TV Kirk avatar has not dated, movie Kirk has:
30's
60's
90's
now
If a sci-fi director is wise he/she picks a timeless look 1982's Blade Runner:
and not like 1982's Wrath of Khan:
Of course it has no effect on the quality of the movies or my enjoyment of them. The haircuts in ST:TMP are less dated than ST:WOK but I'd rather watch ST2 100 times before watching ST1 again lol