Introduction
Jean Shepard’s rendition of “Two Little Boys”, released in 1964 as the B‑side to her hit single “Second Fiddle (To an Old Guitar),” stands as one of country music’s most poignant tributes. Written by Marty Robbins—though officially credited to Shepard’s sons Don and Harold Hawkins to ensure they received royalties—the song speaks to Shepherd’s personal tragedy and resilience.
A deeply personal backdrop. In 1963, Shepard’s husband, Hawkshaw Hawkins, perished in the same plane crash that claimed the life of Patsy Cline. At that time, Shepard was eight months pregnant, and already caring for their toddler son . Soon after the tragedy, Marty Robbins, a close family friend, approached Shepard with the idea of capturing her grief in song. Though she initially resisted—saying, “You can’t write a song for me because you don’t know how I feel”—Robbins went on to craft “Two Little Boys.” Shepard later admitted, “Robbins, you did a pretty damn good job” .
Symbolism and sentiment. The lyrics describe a mother addressing her late husband, reflecting on how their two boys have grown and carry his spirit. The imagery of “two little boys on a playground” transcends a universal tale of childhood, transforming into a heartfelt meditation on legacy, loss, and love .
Recording and release. The song was recorded on January 27, 1964, at Columbia Studios in Nashville during a session that produced both it and its chart‑topping A‑side “Second Fiddle (To an Old Guitar)” . Although Shepard’s career had slowed in the early ‘60s, “Second Fiddle” became her first top‑ten country hit since 1959—and in the process, turned “Two Little Boys” into an emotional, widely admired companion piece .
Legacy and acclaim. Critics later praised “Two Little Boys” for its delicate delivery and reverent tone. AllMusic’s Bruce Eder called it “a slow ballad played with delicacy and reverence,” while country historians Mary Bufwack and Robert Oermann described it as “a touching ballad” . Today, the song remains a testament to Shepard’s artistry—transforming personal heartbreak into a powerful, universal expression of love and remembrance.