Director: Greg Mottola
Stars: Jesse Eisenberg, Kristen Stewart, Ryan Reynolds, Kelsey Ford, Kristen Wiig, Bill Hader
It's hard to believe that this star-studded cast wasn't handpicked by a major studio, but Adventureland premiered at Sundance in 2009. Set in 1987 and filmed in Pittsburgh, this comedy follows virginal college graduate James, played by the ever-awkward Eisenberg, as he deals with working at his hometown's theme park. There, he meets Em, played Kristen Stewart to such effect that she earned High Times Magazine's Stonette of the Year award.
The two twentysomethings drink, smoke, and fight off the monotony of their lives, all while falling in love as they work the game booths.