Brendan Penny was 26 in John Tucker Must Die when he played the character 'Teammate #1'.
That was over 17 years ago in 2006.
This was his first recorded movie acting credit (although may not technically be his first actual acting role).
Today he is 44, and has starred in 26 movies in total, 26 of those since John Tucker Must Die was released.
In John Tucker Must Die, I think Brendan Penny looks: