While spending quality time with Brad Pitt's mom and her twins in LA, Angelina Jolie sported an ensemble that's classic chic and far better suited for a boardroom than the streets. What we particularly admire here is how Angelina opted to not tie her tie-front Stella McCartney blouse, making it appear less stuffy, more effortless. She completed her sophisticated look with a black blazer, black pants, knee-high boots, a Ralph Lauren Bedford bag, and aviators. Next time you have an important business rendezvous, or are just looking for classic office wear, look to Angelina. Feel free to swap the pants for a pencil skirt if you want something more dressed up. Then to take this ensemble to afterwork territory, throw on a brown leather miniskirt or skinny jeans with booties.