Ray is flummoxed after learning a modeling agency has scheduled a photography session with Robert, and both are surprised when the modeling agency vanishes.
When a new woman enters Fred's life and becomes his fiancée, Lamont is surprised to discover that she is a woman with whom he had a relationship 10 years ago.
Fred mistakes a scene between Lamont and his acting partner as a murder attempt and immediately expresses his discomfort with the duo rehearsing in the house.
Fred disagrees with Lamont and Rollo's decision to manage an-all female singing trio from Philadelphia, until he meets the women as they prep for a show.
Ray and Robert's overnight wait for a prime golfing location erupts into a heated debate over who will be responsible for their mother's care in the future.
While visiting Frank and Marie, Ray and Debra discover that they are being kicked out of their condo; Robert and Amy reluctantly let them move back in.
Alan is angered when Charlie begins hooking up with his receptionist, as he knows that their inevitable break-up will ultimately impact him more than Charlie.
Judith kicks Herb out of the house, providing Alan a golden opportunity; Charlie takes Herb under his wing by teaching him how to live the bachelor lifestyle.
Evelyn offers to pay for Jake's education, causing Alan to excitedly ponder retirement; Charlie becomes convinced that their mother is up to something.
When one of Charlie's oldest party-going buddies passes away while visiting him at his beach house, Charlie begins to reconsider his playboy lifestyle.
The relationship between Walden and Zoey takes a damaging shot when the two share a near-death experience; Alan wonders if Lyndsey has a drinking problem.