Then: Model Angelina Jolie Voight, 15, rocked a hat that was equal parts "Blossom" and Captain Hook during a 1991 photo shoot. Her ensemble was completed with an, um, interesting floral top and slim-fit pants that we're guessing would show too little leg for Jolie's liking nowadays! The daughter of actor Jon Voight was just six years away from her Golden Globe-winning roles in TNT's "George Wallace" and HBO's "Gia," which put her on Hollywood's radar.
Now: Today, Jolie is a role model on how to have it all. The 37-year-old, who won an Oscar in 2000 for "Girl, Interrupted," shares six children with her fiancé Brad Pitt (who also took some fun pics in his teen years), as well as a respected career in film. When she's not busy with either of those things, she acts as special envoy for the UN High Commissioner for Refugees, advocating for people who can't fight for themselves. Last week, Jolie did another good deed when she went public with the fact she recently underwent a preventative double mastectomy, after she learned she carried a mutation of the BRCA1 gene that made her significantly more susceptible to breast and ovarian cancer, to make other women aware of their options. The A-lister's next starring roles will be in the 2014 live action fantasy "Maleficent" and that long-awaited wedding with Pitt.
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