The group began life as Gary & the Playboys. Gary Lewis started the band with four friends of his when he was 18. Joking at the lateness of his bandmates to practice, Lewis referred to them as "playboys", and the name stuck.
They auditioned for a job at Disneyland, without telling Disneyland employees about Lewis' celebrity father ( the son of comedian Jerry Lewis). They were hired on the spot, audiences at Disneyland quickly accepted them, and the Playboys were soon playing to a full house every night.
The orchestra bandleader Les Brown, who had known Jerry Lewis for years, had told record producer Snuff Garrett that the younger Lewis was playing at Disneyland. After listening to the band, Garrett thought using Gary's famous name might sell more records, and convinced them to add "Lewis" into their name. Garrett brought them to a recording studio with the song "This Diamond Ring" in a session financed by Jerry Lewis' wife Patti. However, according to Lewis, the Playboys were not allowed to play their instruments except in live performances. Garrett wanted to maximize the chances for a hit, so he insisted on using experienced session musicians for the overdubs, which included guitar and keyboard solos, additional bass and drum overdubs, and timpani. These musicians included Mike Deasy and Tommy Allsup on guitars, Leon Russell on keyboards, Joe Osborn on bass, and Hal Blaine on drums, members of the larger group known as The Wrecking Crew. Session singer Ron Hicklin did the basic vocal track. Garrett then added Lewis’s voice twice, added some of the Playboys and more of Hicklin. "When I got through, he sounded like Mario Lanza", Garrett commented.
Garrett then had Jerry Lewis use his contacts to get his son onto The Ed Sullivan Show. However, Sullivan had a general policy that all acts appearing on his show were to perform live. Since so many studio tricks had been used on the record, the Playboys could not re-create its sound. In compromise, Lewis sang along with pre-recorded tracks as the Playboys pretended to play their instruments.
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