Youth In Revolt (2010)

Genre: Comedy
Starring: Justin Long, Michael Cera, Portia Doubleday, and Jean Smart

Synopsis :
While his trailer trash parents teeter on the edge of divorce, Nick Twisp sets his sights on dream girl Sheeni Saunders, hoping that she'll be the one to take away his virginity.
In the sweet and slight and often charming coming-of-age tale “Youth in Revolt,” Michael Cera plays a teenager with rampaging hormones and, when the film opens at least, no obvious romantic prospects. On the face of it, this seems preposterous: Mr. Cera, who turns 22 in June, is a professional cutie-pie and very appealing to both the on screen characters (he usually gets the girl) and, to gauge from his popularity, the audience. After the movie I ran into a friend who was initially worried about this film because Mr. Cera always does the same thing, only to realize that what he does is exceptionally winning. Exactly.

http://www.imdb.com/title/tt0403702/
http://en.wikipedia.org/wiki/Youth_in_Revolt_(film)