When she was seven years old, Jolie

When she was seven years old, Jolie had a small part in Lookin' to Get Out (1982), a movie co-written by and starring her father, Jon Voight. She committed to acting at the age of 16, but initially found it difficult to pass auditions, often being told that she was "too dark."[17] She appeared in five of her brother's student films, made while he attended the USC School of Cinema-Television, as well as in several music videos, namely Lenny Kravitz's "Stand by My Woman" (1991); Antonello Venditti's version of Crowded House's hit "Don't Dream It's Over", "Alta Marea" (1991); The Lemonheads's "It's About Time" (1993); and Meat Loaf's "Rock and Roll Dreams Come Through" (1993). She began to learn from her father, as she noticed his method of observing people to become like them. Their relationship during this time was less strained, with Jolie realizing that they were both "drama queens."[15]

Jolie began her professional film career in 1993, when she played her first leading role in the low-budget, straight-to-video science-fiction sequel Cyborg 2, as Casella "Cash" Reese, a near-human robot, designed to seduce her way into a rival manufacturer's headquarters and then self-detonate. Jolie was so disappointed with the film that she did not audition again for a year.[17] Following a supporting role in the independent film Without Evidence (1995), Jolie starred as Kate "Acid Burn" Libby in her first Hollywood picture, Hackers (1995). The New York Times wrote, "Kate (Angelina Jolie) stands out. That's because she scowls even more sourly than [her co-stars] and is that rare female hacker who sits intently at her keyboard in a see-through top. Despite her sullen posturing, which is all this role requires, Ms. Jolie has the sweetly cherubic looks of her father, Jon Voight."[27] The movie failed to make a profit at the box office, but developed a cult following after its video release.[28]

She next appeared in the 1996 comedy Love Is All There Is, a modern-day loose adaptation of Romeo and Juliet set among two rival Italian family restaurant owners in The Bronx, New York. In the road movie Mojave Moon (1996) she played a young woman who falls for Danny Aiello's middle-aged character, while he develops feelings for her mother, played by Anne Archer. That same year, she played Margaret "Legs" Sadovsky, one of five teenage girls who form an unlikely bond in the film Foxfire after they beat up a teacher who sexually harassed them. The Los Angeles Times wrote about her performance, "It took a lot of hogwash to develop this character, but Jolie, Jon Voight's knockout daughter, has the presence to overcome the stereotype. Though the story is narrated by Maddy, Legs is the subject and the catalyst."[29]

In 1997, Jolie starred with David Duchovny in the thriller Playing God, set in the Los Angeles underworld. The movie was not well received by critics; Roger Ebert noted that "Angelina Jolie [...] finds a certain warmth in a kind of role that is usually hard and aggressive; she seems too nice to be Blossom's girlfriend, and maybe she is."[30] She then appeared in the television film True Women (1997), a historical romantic drama set in the American West and based on the book by Janice Woods Windle. That year, she also appeared as a stripper in the music video for "Anybody Seen My Baby?" by the Rolling Stones.