Here is a quick list from the past decade of youth related movies that have deeply helped my understanding of teenagers and youth culture. The list includes documentaries, satires, dramas, and comedies all focusing on contemporary teen culture and issues.
I am sure my list is limited, so please add a few recommendations to all youth workers (and parents). We have watched most of these movies with our teens and had incredible honest conversations as a result. I highly recommend parents and youth workers to watch these, as uncomfortable as some of them may be.
Through your comments, I would like to add more and will post your suggestions.
1) American Teen
4) How to Save a Life