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Who sang these songs from the 20s?

Question 1
Who sang the famous song "So Long, Oo-Long (How Long You Gonna Be Gone)" in 1920?
Question 2
Who sang the famous song "Wondering" in 1920?
Question 3
Who sang the famous song "Irene" in 1920?
Question 4
Who sang the famous song "Tip Toe Thru' The Tulips With Me" in 1929?
Question 5
Who sang the famous song "That Old Gang of Mine" in 1923?
Question 6
Who sang the famous song "Roses of Picardy" in 1923?
Question 7
Who sang the famous song "Mr Radio Man (Tell My Mammy to Come Back Home)" in 1924?
Question 8
Who sang the famous song "Sweetheart of Sigma Chi" in 1927?
Question 9
Who sang the famous song "Oh, How I Miss You Tonight" in 1925?
Question 10
Who sang the famous song "There'll Be a Hot Time in the Old Town Tonight" in 1927?
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