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Who sang these songs from the 20s?

Question 1
Who sang the famous song "When You & I Were Sixteen" in 1925?
Question 2
Who sang the famous song "Irene" in 1920?
Question 3
Who sang the famous song "Matchbox Blues" in 1927?
Question 4
Who sang the famous song "Virginia Blues" in 1922?
Question 5
Who sang the famous song "Three O'Clock in The Morning" in 1921?
Question 6
Who sang the famous song "Me & My Shadow" in 1927?
Question 7
Who sang the famous song "Mary Lou" in 1926?
Question 8
Who sang the famous song "Mandy Make Up Your Mind" in 1925?
Question 9
Who sang the famous song "Sweethearts On Parade" in 1929?
Question 10
Who sang the famous song "I Want a Daddy Who Will Rock Me to Sleep" in 1920?
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