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Shailene Woodley, who once again loses her virginity in Gregg Araki's latest film, White Bird in a Blizzard , recently confessed that it's her awkwardness that lends an air of authenticity to those performances. I don't remember anything awkward about the way she handles Sutter Keely in The Spectacular Now , but hey, that's just me! But what about other memorable cinematic portrayals of characters' first times? From the triumphant to the tragic, here are eight of the very best V-card checkout scenes:. All to the sound of Adam Duritz's voice.