For the first time, a boy shows a romantic interest in Jazz, causing her and her parents to wonder how she will deal with dating and sex as a transgender woman.

While Jazz goes on her first real date with a boy, the family wonders whether it could grow into something more serious; the harassing caller is identified, but Greg and Jeanette disagree on what action to take.

Jazz tells her parents she wants to have gender confirmation surgery before she completes high school, but learns there may be obstacles along the way; Jeanette struggles with the reality of the twins going off to college.