I really love this look! I had search Phoebe Philo pics for reference, and I think you really nailed that vibe: simple, elegant, elevated looks that you can kung-fu fight in.
(I'm dying over those front-slit pants, btw)
re: Your hair. I've always thought your hair was fabulous. You have a sort of punk music late 70s/early 80s vibe, like Blondie. Yes, your hair is shorter, but you carry all of the swagger. I think you rock short hair, and I think you'll rock the longer style, and all of the transition in-between! Also, I love that Sharon Stone reference for you, I think it's very apropos.
(Random thought: Don't you wish we could see photos of these stars, off-duty, when they're home for a few days and having to style themselves?)