"I was literally measuring brims to try to find the right hat!" says Lyn. "Eventually, Louise Green—a local LA designer—custom made this one for us. I wanted a little bit of an '80s feel, not gangster but kind of. I think it's important to note that Olivia didn't pick this hat David did. I think Olivia would have picked something a bit more grand." Lyn goes on to share that the show's creator Shondra Rhimes has the hat in her office!
NEXT GALLERY: Kerry Washington's Best Looks