25. Dazed and Confused

Director: Richard Linklater
Year: 1993
Actors: Matthew McConaughey, Ben Affleck, Adam Goldberg
Plot: It takes place on the last day of school in 1976, which happens to be initiation day for the incoming freshmen.
Music: Incredible soundtrack of classic rock hits from the 70s; Alice Cooper, Peter Frampton, Lynyrd Skynyrd
Why:

• Reminds me of my high school days; under-age drinking, initation, keggers out in the field, breaking mailboxes, and trying to buy alcohol...
• The setting; a rural town somewhere in Texas, during the 1970s when everything was much more laid-back
• The entire story takes place in a day
• Great classic rock soundtrack

Key Moment: When Matthew McConaughey enters the Emporium to the music of Bob Dylan's Hurricane...