Simon (Sigh) is the long-time friend of Sister (GC, Lara, LW). He lived in the same Texas community and was very close to Sister. Intuitively, he was the first to notice a darker side in W (Wolffe; LW's Grandfather). Simon amassed a group of boys who called themselves "The Lost Boys". These "Lost Boys" blindly trusted and obeyed Simon. Even to their deaths. Simon, was the only one able to escape.
From there on, it would be years until Simon and Sister would once again cross paths, but their friendship has only grown stronger with time passed.
Within the series, Simon has helped tell the story of Sister, along with some of his own. At times, clues would lead to him, requiring that the player "Knock Thrice" (As with GC). Simon's YouTube debut is the video titled "Revolution", which shows he and Sister laughing and fooling around. This video helped us see another side (the lighter side) of both GC and Simon (and of Alternative Reality Gaming in general.)
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