Fight Club.
Ok, maybe that was a joke, but actually it did open my eyes to the ideas of forming autonomous and underground groups, and fighting the corporate / monetary system, back when I was 14. It was the book / movie that set me off on my ideological quest, so it will always have a special place in my head (and maybe heart, too).
Pedagogy of the Oppressed.
Maybe not strictly "anarchist", but definitely within the same radical organizing mindset. Very difficult to "un-learn" what the system of "schooling" has deeply rooted into our brains, but i found it was essential in my mental quest not only to become a more radical teacher (or "guide"), but also in my worldview, personal relationships with fellow oppressed, and dealing with (and subverting) the authority of institutions.