The story is told from two different perspectives, through both Will Grayson 1 and Will Grayson 2. When reading the odd-numbered chapters, the reader sees high school through the eyes of a heterosexual student, Will Grayson 1, who mostly believes in shutting up. When reading the even-numbered chapters, the reader sees high school through the eyes of a depressed homosexual teenager, as will grayson 2. Though there are two separate characters speaking, the story remains the same from start to finish. As the story progresses, the perspectives do, however, blend together into one clear and cohesive storyline, rather than two separate plot lines, within the same high school story, told by two different characters.
At the beginning of the story, it is clear to distinguish between two completely different voices between the chapters; the reader is able to decipher when Will Grayson 1 is taking center stage when he talks about the girl that he's been crushing on, Jane Turner. Will Grayson 1's chapters are told with proper punctuation and capitalization, whereas will grayson 2's chapters are filled with more vulgarity, though Will Grayson 1 is just as vulgar and crude as will grayson 2 is. will grayson 2's chapters are filled with little character scripts of both casual and digital conversations that he has with his mom, his friend Maura (who is also attracted to him both platonically and romantically), and his crush, at the beginning of the story, isaac, who goes by the alias of boundbydad via instant messaging.
As the story progresses, the stories of Will Grayson 1 and will grayson 2 become entangled, carrying strong themes of young love, teen angst and rebellion, and self-discovery throughout the book until the ending scene.
With the story's strongest focus being the musical about Tiny Cooper, Tiny Dancer, the chapters that are enumerated for will grayson 2 all follow a written dialogue that echoes that of a script, with character names preceding a colon before their dialogue is written in the text. The conversations before will grayson 2 meets Will Grayson 1 echo that of a chatroom instant message, with usernames and special nicknames for the characters preceding each of the conversation pieces. The text is written this way to help the reading audience relate to the happenings of the story better, by familiarizing the way that each chunk of dialogue is received.