Jack and Rochester are returning from a vacation in Hawaii. While sitting on the deck and reading, Jack encounters a large woman. He falls a sleep and dreams that the woman has turned into Marilyn Monroe.
Johnnie Ray's contract to appear on Benny's TV show arrives and Jack is horrified by his $10,000 fee. He storms over to Ray's home and offers him $250 instead. Johnny sings "Please Don't Talk About Me When I'm Gone," and "Cry" for Jack and the performance is so devastating, Jack is turned into a helpless bowl of jelly. Jack pays him $15,000. At the end of the show, Danny Thomas makes a guest appearance to plug his show Make Room for Daddy (1953).
When the show's cast invites Jack to a big New Year's Eve party, he turns them down because he has a date with his new lady friend Gloria. A couple of hours later, however, Jack finds himself at a "party" with his new date--Rochester.
Jack falls asleep and dreams that he and Mary have been married for the past 21 years. However, in Jack's world, Mary is the one who goes to work and earns the money, while Jack stays home, cooks, cleans and remains 39 years old.
Jack starts recalling his old vaudeville days and the tours he made with his two partners--Bing Crosby and George Burns--in their act billed as "Goldie, Fields and Glide".
In this live episode, before the monologue, Bob steals Jack's pants, so Jack wears Don Wilson's. The skit features Bob and Jack as big game hunters in Africa, who get captured by cannibals. Martin & Lewis do a cameo at the end.