Your hair is an integral part of your look, and changing it can be scary. The problem with staying with any one look too long, though, is that hair styles can date you faster than almost any other element of your appearance. It doesn't matter what's in today, in three years it will look tired, in five it will be amusing in old photos, and in 10 it will be an embarrassment to your children.
This isn't to say you shouldn't stick with a general length or color that suits you, but changing up your hair style occasionally can mean the difference between looking fresh and looking like the high school freshman who never got to hang out with the cool kids.
If the idea of a little hair therapy terrifies you, take it slow. Start with a little experimentation. Part your hair on the opposite side or down the middle. Try using a curling iron if you don't already. Put your hair up for a change (or take it down). Consider adding highlights for a younger, more sun kissed look, or go a shade darker to add some mystery. Take it a tiny step at a time, but do be open to new things. You weren't born in an old lady hair helmet, so let your tresses fly free.