I've never had really long hair. Growing up, my mom made me get a "pixie cut" every summer, although to me it was called a "boy haircut." I vowed never to do that to my daughters. Then I had girls with tangled messes for hair.
I'm willing to do simple hair styles... ponytails, braids, barrettes. I'm not able to do more elaborate 'dos (think French braids). My daughters don't seem to mind. I don't make them get a pixie cut, but they do end up with a bob a few times a year. Usually I'll let their hair grow out in the summer and then cut it right before school starts. This might seem backwards to some... they should have short hair for summer, right? But I would rather get all the chlorinated, sun damaged hair cut off.
At the beginning of this school year, only Roo and Cakes had hair long enough to justify a $10 haircut. I won't pay $10 for a trim. I do all bang trims myself. Soon, Tortilla needed a cut, but since she wanted to be Sleeping Beauty for Halloween, I let her keep her unruly locks until November. Days after Halloween she happily went to a chin-length bob.
This has never been a problem, until now. The other day I mentioned to Sue Sue that it's about time for her to get a haircut. Her response: I want long hair. Right now her hair is about shoulder length. If it gets cut, it's going chin length. She wants to keep it the way it is. I don't mind, except her hair is always in her face. So I made a deal with her, she has to wear some type of 'do (headband, ponytail, whatever we decide each morning) and keep it in. If she starts pulling out the accessories mid-morning, as she is known to do, then she has to have her haircut. So far our deal is working. It means a few extra minutes are added to the morning routine, but as long as she's keeping up her end of the bargain, I'll stick with it.