The Drawing is a picture that Wilfred finds in The Basement from Ryan's Childhood that has Wilfred drawn on it.
The Drawing is discovered in Secrets by Wilfred. Wilfred accuses Ryan of knowing the truth, but Ryan knows nothing. After Amanda reveals what she did, Wilfred tells Ryan he drew the picture, to make Ryan feel like he is in control. Ryan discovers a picture that his mom had given him in Service that proves that The Drawing is from his childhood soon after. Ryan later finds out that his sister Kristen was actual the one who drew it. He had only drawn the blue barn.