Go for it. I kept my hair long for a very long time, becasue HE liked it like that. I cut that crap off over 5 years ago, and haven't looked back. I have almost a pixie style cut, little longer in front, and fringes in the back so I don't have to shave my neck (yah I'm hairy). Anyway, it takes me about 5 minutes to fix it in the morning, and I'm good all day.
Go talk to a stylist about what they think looks good on your face, and have them show you pictures. It's well worth it.
I have a round face, and thought I would look fat with short hair, but the way it's cut it actually is slimming to my facial features.