My retirement home groups are strong on songs from the 50’s and 60’s, as well. However, I often play “theme” parties, where events are planned around particular songs, such as Broadway show tunes, Italian songs, country, etc. Obviously, that takes some effort to get ready. On sing-a-long occasions, which many seem to enjoy, I may start with Irving Berlin’s 1911 song, Alexander’s Ragtime Band. How about Stephen Foster songs? And, how can a solo act do barbershop harmony songs? Believe it or not, I get such requests.