Brad Pitt's probably earned some R&R from his film career, especially considering the boisterous family life he shares with fiancee Angelina Jolie, but the 48-year-old actor is still cranking out films. As his newest feature, "Killing Them Softly," arrives in theaters this weekend, we take a look back at Pitt's evolution from TV soap guest to hot Hollywood dad.
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TV fans might remember a youthful Brad Pitt launching his career with appearances on "Another World," "21 Jump Street" and "Dallas" in his early 20s. Here, he's seen as a recurring character named Randy on "Dallas," a role he held from 1987-1988.
In 1991, Brad Pitt established himself as a sex symbol in the making thanks to his steamy shirtless work in "Thelma & Louise."
In 1995, Pitt had another breakout role in the thriller "Se7en," in which he co-starred with Morgan Freeman.
Pitt attended the Academy Awards in 1996 as a best supporting actor nominee for his work in the acclaimed "Twelve Monkeys." It was his first Oscar nod, and the actor arrived with 
After "Twelve Monkeys," Pitt went on to knock out "Seven Years in Tibet" (1997), "Meet Joe Black" (1998) and "Fight Club" (1999), as seen here. The then 35-year-old actor captivated audiences as the volatile Tyler Durden.
In 1999, Pitt was just as famous for his relationship with Jennifer Aniston, whom he started dating in 1998, as he was for his film career.
When Pitt and Aniston arrived for the premiere of "Troy" at Cannes in May 2004, they were just months away from announcing the end of their marriage. That news came with a formal statement in January 2005.
Fans took sides in the Pitt-Aniston breakup as 
In January 2006, the pair (seen here in Switzerland at the time) announced that they were expecting a baby. Pitt and Jolie's daughter Shiloh arrived that May.
Pitt and Jolie quickly became a fixture on the red carpet and in celebrity gossip magazines as they continued to grow their family. Seen here, the pair arrive at the June 2007 premiere of Pitt's "Ocean's Thirteen."
Along with his partner Jolie, Pitt made an effort to give back. Through his 
Pitt's influence has stretched beyond Hollywood and into politics. Here, the actor appears alongside former President Bill Clinton at 2009's Clinton Global Initiative meeting to discuss New Orleans after Hurricane Katrina.
Pitt has done voice work in kid-friendly animated films like 2010's "Megamind" and 2011's "Happy Feet Two."
Every so often, photographers will catch the entire Jolie-Pitt clan all at once, which is what happened here as the family arrives at the Haneda Airport in Tokyo in November 2011. They were in town to promote Pitt's film "Moneyball," which earned him another Oscar nod, his third for acting.
![Pitt is also a passionate advocate for marriage equality. He and his pal George Clooney appeared in a play about the issue in March, and he told CNN in November that marriage is "one of our last big issues of equality. ... [T]here's a certain faction of our society that is not being included."](http://i2.cdn.turner.com/cnn/dam/assets/121129092045-pitt-years-26-horizontal-gallery.jpg)
Pitt is also a passionate advocate for marriage equality. He and his pal George Clooney appeared in a play about the issue in March, and he told CNN in November that marriage is "one of our last big issues of equality. ... [T]here's a certain faction of our society that is not being included."
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