When I'm Sixty-Four is a British gay movie about two old men who fall in love with each other. Jim is a teacher at a school but has hit the age of 65 which means he has to retire. He has spent almost all his life in that school. He started there as a student at 8 years of age. A man around his age picks him up with a taxi. The man's name is Ray. Jim asks to be taken to a clinic instead of the earlier planned airport. Ray drops him off. Ray arrives home and realizes Jim left his jacket in the car. In it is a diary written things he must do before death. Number one is see the world and number two is fall in love. Ray lost his wife to cancer eight years back. His two children a son and daughter are married with children and come to visit him sometimes. He is however lonely.
Ray takes the jacket to the clinic. The receptionist shows him to Jim's room. He finds Jim was having a nose job done on him. They exchange numbers. Jim calls Ray to take him to his father's house. On arrival they find him collapsed on the lawn. They rush him to hospital. Jim's plans for a trip to Botswana are interrupted by his dad's health.
Ray and Jim continue to bond. Jim has a crisis over his looks and age. He wants to experience life before his death. He takes Ray along for shopping. Jim has saved almost 200,000 pounds because he almost had no expenses while in school. Ray is a football hooligan who is lonely and sad especially after his friend was diagnosed with cancer. Jim must be gay as he makes homosexual advances at Ray. Ray resists but later agrees. They begin an intimate relationship. Ray's son notices the two. He tells the sister and they confront Ray asking if he is gay. The son is especially upset that his dad might be queer. Ray denies it and lies. Ray and Jim however continue meeting. Jim decides to take the trip to Botswana and Ray joins him just before he leaves.