When Jeff flirts openly with Russell's 24-year-old girlfriend, Audrey challenges him to take off his ring one night and see if he can get a young woman's phone number. Meanwhile, Adam and Jennifer are jealous over mementos from each other's past lovers.

Adam and Jennifer plan a romantic weekend away, but a fight about their future sidetracks it. Meanwhile, Russell meets an older woman he slept with on his 18th birthday and plans on bedding her again, even though she's now 60; and Jeff and Audrey discuss having kids.