Somebody Come and Play - 1970

This song is simultaneously bouncily cheerful and doggedly sad. It's one of Sesame Street's more complex treasures. It really does capture the co-existing optimism and loneliness of being a kid on the hunt for a playmate.

This video is of the original appearance of the song on the show, and features a very bummed baby orangutan with nobody his age in his pen. Later incarnations of this song used significantly prettier and cheerier scenarios. But I think the original bleak setting was a really interesting choice - it makes the song seem sadder, and more pressing. Somebody get that monkey a playmate already, I can't stand it! Poor guy.