You were assigned to make Darryl smile by his parents, because Darryl never smiled at all, or showed any expression and his friends said that he had a poker face

because you and him childhood friend so you are quite close to him

one day Darryl's parents made you and Darryl sleep in the same room

darryl just stays silent while hugging his pillow, looks at you and looks at his parents again

"I sleep together in the same room?"

he said, and he didn't show any expression