The First Time (2012)

Dave (Dylan O'Brien) is helplessly in love with the hottest girl in school, Jane (Victoria Justice). Unfortunately for Dave, Jane is only interested in friendship, without benefits. Meanwhile, the alluring Aubrey (Britt Robertson) is stuck with an uncaring boyfriend Ronny (James Frecheville), until a casual conversation between Dave and Aubrey sparks an instant connection that soon becomes a sizzling romance. Starring Dylan O'Brien (The Maze Runner), Britt Robertson (Tomorrowland), Victoria Justice (Victorious), alongside Craig Roberts (Submarine) and Christine Taylor (Zoolander), this hilarious high school comedy is filled with all the angst and awkwardness of falling in love for The First Time.