The Jesters were a doo-wop group based in New York City who achieved success in the late 1950s. They were students at Cooper Junior High School in Harlem who graduated from singing under an elevated train station near 120th Street to the amateur night contest at the Apollo Theater, where Paul Winley discovered them and signed them to his Winley Records.
The Jesters' b-sides often rivaled the lead cut. Their first three singles were all arranged by frequent Winley collaborator Davey Clowney, better known as Dave "Baby" Cortez, and all three—"So Strange" / "Love No One But You", "Please Let Me Love You" / "I'm Falling in Love" (both 1957) and "The Plea" / "Oh Baby" (1958)—made the outer reaches of the national Pop chart, and generated considerable New York interest. Under a different line-up, The Jesters reached #110 on the Billboard chart in 1960 with a version of The Diablo's "The Wind" backed with "Sally Green". Two lesser singles followed: "That's How It Goes" / "Tutti Frutti" (1960) and "Uncle Henry's Basement" / "Come Let Me Show You How" (1961). (Warner: 230–231)
Winley conceived of their making a compilation album with their "equally fine" (Warner: 269) brother group The Paragons. The Paragons Meet The Jesters (1959), with its gang cover and vocal duels inspired by doo-wop's street corner singing battles and live show group competitions, was "one of the first rock and roll compilation LPs" (Warner: 231) and the most commercially successful doo-wop compilation ever released. (Warner: 270)
- "Yukon Jack", "The Jesters", Destination Doo-Wop, August 9, 2005. Link retrieved September 21, 2008. (Link broken as of April 22, 2012.)
- Warner, Jay. (2006). American Singing Groups: A History from 1940s to Today, Milwaukie: Hal Leonard Corp. ISBN 978-0-634-09978-6
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