Sad songs not only can say a lot, but they can also be very beautiful. To me, the saddest popular song of all time is Little Mother by Vaughn De Leath, a hit in the summer of 1928. A Cottage for Sale by Ruth Etting (1930) and Stop the Sun, Stop the Moon by Paul Whiteman (1932) are very sad but also very beautiful.
Angelic voice and songs that will leave you at least sniffing a little.