Alexandra Breckenridge was 18 in Orange County when she played the character 'Anna'.
That was over 21 years ago in 2002.
This was her first recorded movie acting credit (although may not technically be her first actual acting role).
Today she is 40, and has starred in 21 movies in total, 19 of those since Orange County was released.
In Orange County, I think Alexandra Breckenridge looks: