Woody Allen was 28 in Woody Allen: Standup Comic when he played the character 'Himself'.
That was over 59 years ago in 1965.
This was his first recorded movie acting credit (although may not technically be his first actual acting role).
Today he is 88, and has starred in 100 movies in total, 99 of those since Woody Allen: Standup Comic was released.
In Woody Allen: Standup Comic, I think Woody Allen looks: