Hollywood hunk Brad Pitt got his start playing the often-shirtless scam artist in Thelma and Louise before starring in darker and more violent box office hits Fight Club and 12 Monkeys. After a broken engagement to Gwenyth Paltrow, Brad began dating Friends star Jennifer Aniston. Married in 2000, the Hollywood ‘It’ Couple won over America’s hearts. It was when their marriage ended and pics of him and Mr. & Mrs. Smith costar Angelina Jolie along with a steamy photo shoot with W surfaced that the public began wondering whether his divorce was result of an infidelity. Rumors aside, Brad denied the affair and his romance with Angelina got serious when he adopted her two adopted children, Maddox and Zahara. It wasn’t long until the happy couple decided to expand their brood with four more children - biological daughter Shiloh, adopted son Pax, and twins Knox and Vivienne.