As my hair gets shaggier, I reach the point that I don't even leave the house with my "mysterious Moslem of the Midwest" scarf. Eventually, my husband discovers time in his schedule for me to get a haircut!
If I had better hair, it would all be different, but I look absolutely ghastly if it gets more than four inches long ... like a big gray poodle with fleas.
I used think it was wrong to wear a head covering when I don't have a "conviction" about it - like that God is going to ZOT me if I don't - but then once when I was praying with my charismatic group back in Tulsa, I got the very clear impression that God thinks I'm pretty funny no matter what I do, and anything that gives the Big Guy a chortle is cool with me :-).
For me, wearing a head covering in church is a symbol of my respect and a mark of my committment..
Now I haven't cut my hair in 10 years. Mostly cause I always wanted to let it grow as long as it would get, but my mom, God rest her soul, would always nag me into cutting it. After she passed, I stopped cutting my hair. Its past my waist, but I usually wear it up.
I do have some grey, but I do have some Clairol for when that gets on my nerves too bad....