Short n' Sassy

So, I have a love hate relationship with my hair. I have never been blessed with long hair, but there is always this part of me that wishes I had long flowing locks until I see sassy hairstyles like these. I always tell myself I am going to try to grow out my hair this month, but then I get it cut even shorter than the last. I get bored with the same old do. I like to mix things up!

Does anyone else have this issue? What works for you when growing out your hair?