Jake Gyllenhaal was 9 in City Slickers when he played the character 'Danny Robbins'.
That was over 33 years ago in 1991.
This was his first recorded movie acting credit (although may not technically be his first actual acting role).
Today he is 43, and has starred in 66 movies in total, 55 of those since City Slickers was released.
In City Slickers, I think Jake Gyllenhaal looks: