Maddie and Ben have been dating for nine years and they know each other inside and out. Maddie's younger sister, Mia, has been dating Casey for seven weeks. With a shared c'est la vie attitude, Mia and Casey announce they're getting married and having a baby. It's news that throws Maddie for a loop. Surprisingly, the girls' parents, who have recently adopted a carpe diem sort of philosophy, couldn't be more pleased.
Rules of Engagement is a comedy about the different phases of male/female relationships, as seen through the eyes of a newly engaged couple, Adam and Jennifer, a long-time married pair, Jeff and Audrey, and a single guy on the prowl, Russell. As they find out, the often confusing stages of a relationship can seem like being on a roller coaster. People can describe the ride to you, but to really know what it's like you have to experience it for yourself.