Jennifer and Adam plan a romantic weekend. Jeff and Audrey look into having children. While Russell runs into an older woman from his past, Constance and decides that he want to show her his physical prowess.
Rules of Engagement is a comedy about different phases of the male/female relationship as seen through the eyes of a newly-engaged couple Adam and Jennifer, a long-married pair Jeff and Audrey, and a single bachelor on the prowl, Russell. However, Russell obtains a relationship of his own as he tries to make the professional relationship with his assistant Timmy more personal.