By Breaking Celebrity News Staff

It's hard to believe that Brad Pitt is almost 50!

The critically acclaimed actor, who has been in the public eye for more than 20 years, officially entered into the last year of his 40s on Tuesday. From a hunky twenty-something actor, to a celebrated thespian and father of Angelina Jolie's babies, Brad has grown up and matured in the public eye – and Breaking Celebrity News has photos of him through the years.

After struggling for several years trying to make it as an actor, Pitt finally made a name for himself in 1991's Thelma & Louise and embarked on a successful film career with 90s hits like A River Runs Through It, True Romance, Interview with the Vampire: The Vampire Chronicles, Legends of the Fall, Se7en, Meet Joe Black, Fight Club and 1995’s 12 Monkeys, which scored him his first Academy Award nomination.

Just as famous for his personal life as for his career, during that decade Pitt romanced such beauties as Robin Givens and Juliette Lewis, and was famously engaged to Gwyneth Paltrow, whom he dated from 1994-1997, before hooking up with Friends star Jennifer Aniston in 1998.

Marrying Aniston in 2000, the millennium proved to be fruitful for Pitt, who started nabbing all the hottest roles of the day. Troy, Ocean's Eleven and Spy Game were a few of his blockbusters during that period, but it was Mr. & Mrs. Smith <