Gandolfini was only two years older than Pitt
But the way his character talked, he was supposed to be, what, 20 years older? Which I would buy--it's a case of one guy who has stayed young looking for a long time and another who started looking older than his years pretty early on (hard to believe, but Gandolfini was only 35 when he started playing Tony Soprano!).
--------
My top 250: http://www.flickchart.com/Charts.aspx?user=SlackerInc&perpage=250