1961 was too early for hair to be that long then. Sure, maybe the counterculture was starting to get shaggy, but longer hair didn't really come into its own until the late 60's and 70's. And by the 00's it had pretty much gone away.
But I didn't have in mind 'hippie hair' but even moderate length hair. For me, any hair that hangs down below the level of the hat brim makes a hat unwearable.
But I was brainwashed by the Marines, so my mileage may vary.
Well yeah, but Beatlemania didn't start until the late 60's (the Beatles came to America in 1964) and at the time their haircuts were considered scandalously shaggy. If you think of the range of hair lengths, for men, in 1961 it wasn't much different from what's acceptable in the military or in the 1950's. But in the 1970's, shaggy Luke Skywalker hair was fairly normal, moreso than it is today for instance.
