I always found Will and Emma's first kiss was very similar to Harry and Ginny's first kiss in the book "Harry Potter and the Half Blood Prince" as Harry couldn't play quidditch so Ginny helped the team win and after their victory Harry found Ginny and kissed her. It's the same for Glee as Will couldn't go to Sectionals with the Glee Club because he slept on a mattress, so Emma went to the team and helped them win and when they won Will found her and kissed her.