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