I'm approaching classic length (that's when your hair reaches just past your butt) and am thinking this will be it. I like my length, it's still easy to care for - I can manage to get the brush all the way through in a sweep - and it is longer than the average person. I like being just a little different, but not overly so. So classic will be my home.
And with that decision, it will require trimming more often than once or twice a year. Besides I'd like to see if by staying at this length whether or not my ends will be any healthier and thicker than what they are now. They look pretty good as is, but can it be better? ah, the constant quest for better, stronger, prettier. sigh.