I've had a lot of hairstyles over the years. I'm pretty willing to try new styles, and I think my face shape is average enough that I can get away with a fairly wide range, but there are certain things that just work better for me at this phase of my life.
When I was younger, my hair was much more coarse and curly. I fought it like hell. Now it's more wavy than curly (although it's not hard to bring out the curl if I really wanted to), and I prefer it straight. I blow dry it straight most days, but rarely bother with the hot iron. One thing that I know about my hair: blunt cuts are never ever good on me. I do well with layers. My hair is fine but I have a fair amount of it, so it can look big and bushy if I don't have layers cut into it. It's also highly unlikely I will ever let it get below shoulder length again. It's just too much work, and it starts looking unhealthy.
I have a stylist I trust and love. I've been going to him for nearly 8 years, and he knows I don't want to look like a soccer mom (again, like Marley, no offense to soccer moms!). When I sit in his chair, I ask him, "What do you think we should do this time?" and I almost always go for whatever he suggests. The last couple times, I suggested changing my highlights from blondish to reddish, and everyone seems to really like the change. I'd be tempted to even go more auburn/red while I'm still relatively young. Ish. I don't want to look like the old ladies trying desperately to cover their gray with bright red hair.
Right now I'm not sporting my absolute favorite cut, but we're keeping my hair a bit longer so I can pull it back for running. After my race in June, I'll probably go for a whole new cut. I like a bit of edge to my hairstyle, but I still want it to flatter my face and draw attention to my eyes, which are my best feature, while playing down my jawline, which is not.