SLC Punk!
It's hilarious, the characters are well developed and likeable, and the plot felt a lot like the interesting parts of real life. It said something true.
http://www.rottentomatoes.com/m/slc_punk/
http://www.imdb.com/title/tt0133189/
On obscurity - how can anyone judge it? If you love it and you don't know anyone who has seen it, isn't that good enough to mention a movie here?
Thanks for all the great movies I'm going to rush out and find.