I learned about Tom Lehrer through my parents, and lacked some of the context necessary to really enjoy some of his songs like MLF lullaby, whatever became of hubert, Alma, poisoning pidgeons in the park, etc - all of which deal with historical figures or events that have largely faded from public consciousness.
Hence, the songs I enjoyed as a child were ones that felt relatable and applicable at the time - and those (unfortunately?) still feel broadly relevant today :