When Winnie first sees Jesse Tuck hidden behind a tree, he is observing the Fosters' house. At that moment, he is thinking about the Tuck family's secret of everlasting life and how it sets them apart from the rest of the world. Jesse is pondering the consequences of their immortality, the challenges it brings, and the loneliness that comes with being unable to form lasting connections with others.
As Winnie watches Jesse, she is intrigued by his mysterious presence. She describes him as "a boy who seemed to be made out of shadows," suggesting his enigmatic and somewhat ethereal appearance. Her thoughts about Jesse are initially filled with curiosity and wonder, and she is drawn to his secretive demeanor and the sense of adventure that he seems to embody.