RULES OF ENGAGEMENT is a comedy about the different phases of male/female relationships, as seen through the eyes of an engaged couple, Adam and Jennifer; a long-time married pair, Jeff and Audrey; a single guy on the prowl, Russell; and his office assistant, Timmy. As they find out, the often confusing stages of a relationship can seem like being on a roller coaster: people can describe them to you, but to really know what it's like, you have to take a ride for yourself. Brenda goes into labor on Jennifer and Adam's wedding day. Meanwhile, Russell and Timmy make an attempt at reconciliation and Audrey surprises Jeff. Jeff is determined to make Brenda laugh when he discovers that she has a “wee” problem due to her pregnancy. Meanwhile, Timmy is surprised by the professionalism of his new boss while Russell is frustrated with his new assistant. Jeff tries to prove to Audrey that Heidi, a college friend, never had feelings for him; his plan goes awry, however, when she hits on him during a visit. Meanwhile, Timmy quits when he discovers Russell has embedded a pet tracking device in him. When Jen discovers that the guys are not planning a surprise bachelor party for Adam as he expects, she forces them to do one for him. Meanwhile, Jen paints a mural for Audrey and Jeff’s nursery that turns out to be rather graphic. Jeff and Audrey join Adam and Jen's healthy cooking class, but it turns into a competition after Jen insults Audrey's cooking. Meanwhile, Timmy is freaked out by his resemblance to Russell's new girlfriend, Radha.