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.

Jack chooses between Jill and Matt; and Eliza swears to Jonathon that she doesn't want anything for Valentine's Day. Meanwhile, Audrey injures her leg.

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