Even when I have very little - not to mention very fine - hair, I obsess over it for the most part. I guess it's because I'm frustrated with it and I just envy guys with thick crowns. I once sported long hair and after growing tired of it, went for this:
This was in April 2004 when I shocked a few friends with an abrupt change from long hair to almost nothing. I remember it was a bit strange to feel the wind brushing through your scalp unimpeded. I quite enjoyed this style and maintained it for a few more months before deciding on growing it back again.