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What are some of Ella Fitzgerald's saddest songs?

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Miss Fitzgerald was consistently upbeat in public, and is famous for her bright voice and perfect phrasing and diction. I've listened to a lot of her music, and she seemed to be drawn to happier, more positive numbers. read more

I've listened to a lot of her music, and she seemed to be drawn to happier, more positive numbers. Her personal life was not all that happy, marked by ill health and unsuccessful relationships. I wouldn't want to say that all of her music was happy, but I am hard pressed to identify any specifically"sad" songs. read more

My answer: Start with Ella Fitzgerald Sings the Cole Porter Songbook on Verve Records/CD - some is on YouTube; 2nd: Ella Fitzgerald Sings the Duke Ellington Songbook also Verve; 3rd: Ella Sings the Rogers & Hart Songbook, also Verve. read more

Fitzgerald was known for her commitment to the Great American Songbook, in other words, the standards in jazz, most of which were derived from musical theater. Many of Ella’s albums are tributes to the great songwriters of the day, and this song “Bewitched” is from 1956’s Ella Sings The Rodgers & Hart Songbook. read more

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First Lady of Song [Prism] - Ella Fitzgerald | Songs ...
Source: allmusic.com