Funky Haircuts

I feel like I am studying for a final choosing a hair cut. Research day after day, should I go shorter or stay long? I've been growing my hair out for like 3 years or so, just trim after trim-not adding much style to it. I don't know what to do! (said in child like-scary voice) 'Well the best thing about hair, is the fact that it grows back,' says friends. Well the trouble is, it will take at least a year to get it to the length it is now. I want something new though. All the 'Long Hair' photos look very similar to what I have going on right now. Boring.
I know color is where the real change may be, but I need to do something. I'm looking through these photos online of medium length hair and think, "What kind of person does this make me look like? What's the message I am sending?" I know I am mental to think of shit like this, but lets just go with it. I don't want to look like a tight ass-boring-bitch face, I description I use to describe SOME mid-length hair people. Not regularly, just when I am on my period.
On the other hand, I just do nothing with my long hair, because I can. It just dries straight. I used to curl it with a straightening iron, but that is hard core not ok all the time. I have so many split ends.

One thing that I hate about his search is that NO ONE in these pictures has glasses, most of them have bangs (not practical, you just tuck them behind your ears anyways), and parted down the middle.

So here my top 4. For now. I still have one more day to decide.

Sure, it looks cute, but are you really going to curl your hair like this EVERY day? Not me.
And I don't think that I could commit to something so short. I would have to cut off like 5 inches:(

This is more like it. BUUT it has bangs, and again, curly. If only I could figure out a simple-non-iron way of curling my hair.

The traditional Jennifer Aniston. I usually choose one of her or Sarah Jessica Parkers' hair cuts. But I think this one only looks cool because she has blond hair. Also one of the annoying things about searching photos, they ALL have blond hair.

So this is long, but blond, and some layers. Kinda cool... but almost like what I have, minus the blond part.

So now what? I will probably ask the opinions of my friends just to get a general idea of what my options are. I'm pretty sure that is the only reason I ask my friends anything. It might seem like I'm not listening to their 'advice', but I am, I just usually go with what my ovaries tell me to.