Tara, your hair looks AMAZING on you. I love your curls. And I like you in a medium length layered bob like the one you are wearing!
Having said that, I can also imagine you in other styles. You have lovely features and such beautiful skin. The trick would be to find the one that works well with your hair's texture. In another thread, Una mentioned how much extra labour short hair was for her. For me, it's the reverse; short hair is easy-peasy, and longer hair is labour intensive. I firmly believe that if a style doesn't work with your hair's natural qualities, no matter how good it looks on you (in theory) it will never be truly stylish, because you'll always be self-conscious about it.