I grew up during the '50's. My dad was a career military man, so my hair style as a kid was always a short, tapered military style cut, parted on the left. My brother and I weren't given any choices, and frankly, I didn't realize that there WERE other styles, because in a garrison town, you generally associated with other "military brats". ...So, no, I never really fussed about it.
I kept getting the same haircut, and as my hair started falling out on top, it turned into a classic comb-over. It wasn't planned, it just "happened", and looking back, I waited much too long to go sly.
At this point, I have three choices, Friar Tuck, Ben Franklin, or Sly. As far as I am concerned, there is nothing to fuss about...