"This Diamond Ring" is a 1965 song written by Al Kooper, Bob Brass, and Irwin Levine. It was first recorded By Sammy Ambrose on Musicor #1061, then by Gary Lewis & the Playboys on Liberty #55756. Lewis's version charted first, #101 on the January 2, 1965 Billboard "Bubbling Under" chart. Both versions charted on January 9, Lewis still at #101 and Ambrose at #117. Ambrose dropped off the charts at that point, but Lewis made #65 on the Billboard Hot 100 chart the next week (January 16) and his version continued to climb until it reached #1 on February 20, 1965.

None of the Playboys played their instruments on the hit recording except on the backing tracks and Lewis's vocals were heavily supported by Ron Hicklin's overdubs. The music was performed by members of The Wrecking Crew. The session drummer was Hal Blaine,Joe Osborn played bass and Leon Russell both played keyboards and arranged the music. The song was produced by Snuff Garrett.

Stylistically, the song's recording features the then common "basic 'combo' instrumentation...(electric guitar, organ, bass, drums), modal (dorian) inflections in the harmony and melody of the verse and a basic rock beat pattern." Unusually the chorus features timpani and the transition between verse and chorus creates a daring modulation from C minor (dorian) to G-flat major.

"The musical style," writes Brackett, "skims aspects from contemporary rock songs, and is then produced and arranged from the vantage point of 'easy-listening' music." The song's harmonic progression resembles those of Beatles songs such as the G-flat/F/E-flat/D-flat descending bass line ("Bad to Me") and the vi-iii movement ("Please Please Me," "I Want to Hold Your Hand," "She Loves You," "And I Love Her," and others). The melodic turn on "true" of "if you find someone whose heart is true" resembles those in "Please Please Me" ("Last night I said these words to my girl") and "Do You Want to Know a Secret" ("nobody knows, just we two").

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