Big break: Playing Jennifer Jason Leigh's daughter in the 1996 film Bastard Out of Carolina.
Also seen in: Stepmom, Donnie Darko, Saved!, and Into the Wild.
Prized style possession: "Burberry combat boots with 6-inch heels. I bring them to every location shoot. I never end up wearing them, but I just have to have them with me. Heels instantly put me into a new head space."
On growing up in Hollywood: "You get a false sense of inner beauty. Every teen has to deal with 'Am I beautiful? What is beauty? Is it given to you by your parents? By a boyfriend? Is it self-generated?' As an actress, you tend to interpret beauty by other people's understanding of you. But I've realized that beauty is yours to behold. Other people get to cherish it, but you have to create it for yourself."
Spot her next in: The miniseries Hatfields & McCoys with Kevin Costner and Bill Paxton, premiering on History, May 28.
Dress, price upon request, bangle, $1,485, Giorgio Armani; belt, $525, Emporio Armani; shoes, $945, Christian Louboutin.
Big break: "I was in the audience of Regis & Kathie Lee and Kathie Lee talked to me for a hot second on camera. The casting director for All My Children happened to see me. She called Kathie Lee and said, 'I really like that girl you were just talking to!' I went for an audition, and four months later, instead of going to Carnegie Mellon as I had planned, I moved to New York to be on
All My Children."
Also seen in: Mad Men (she played the teacher with whom Don Draper had an ongoing affair), Cowboys & Aliens, and This Means War.
Off-camera style: "I've created my own version of Annie Hall. I gravitate toward anything with a pocket or that hangs and is fluid so I can always be moving. My friend says I dress like an old man. But it's a hip old man."
Spot her next in: Of Men and Mavericks with Gerard Butler, in theaters in October.
Blazer, $1,095, shirt, $695, pants, $475, Emporio Armani.
Big break: "An agent from Elite model management noticed me at a mall in Pennsylvania when I was 15. I started modeling the summer when I was 16. After high school, I moved to New York. But instead of doing the runway thing, I got into commercials."
Also seen in: One Life to Live, What Happens in Vegas, Confessions of a Shopaholic, and Breaking Bad.
Off-camera style: "I wear a lot of black. I always have. I'm not super gothed out, but I'm very much a '90s kid--a little grungy but girly and definitely a bit rock-and-roll."
Spot her next in: The film L!fe Happens (which she also cowrote and coproduced) in theaters March 30; the new series Don't Trust the B---- in Apartment 23, premiering on ABC, April 11; and opposite Alicia Silverstone in Amy Heckerling's Vamps (think Clueless meets Twilight).
Top, $1,830, skirt, $2,030, Giorgio Armani; hat, $335, belt, $295, Emporio Armani; shoes, $945, Christian Louboutin; necklace, $750, Kenneth Jay Lane. On lips: Giorgio Armani Rouge d'Armani Sheer Lipstick in 500.
Jacket, $1,845, pants, $805, Giorgio Armani; cuff, $205, Emporio Armani.
Hair: Peter Savic at Solo Artists. Makeup: Rachel Goodwin at The Wall Group. Manicure: Nettie Davis at The Wall Group. Prop stylist: Abraham Latham at Art Mix Beauty.