While on an assignment together, Elisa and Jack get into a fight over the kiss with Jill that Jack lied about. Jill goes on a date with a woman he had a crush on in high school. When Jill starts falling in love with her, he realizes that she is not being completely honest with him and Jack realizes that she is in denial over having feelings for him. Meanwhile, Barto tries to start things up with Audrey by helping her get over her fear of singing a solo.

As Jack ponders Jill's passionate declaration of his feelings for her, she learns Matt has gotten an offer for a job in Washington, D.C.

Relationships become strained as Jack and Jill realize they're revealing too much about their love lives to their friends, Audrey and Barto.