Waylon Jennings, the undisputed king of Outlaw Country, wasn’t just known for his rebellious anthems and raw storytelling. He also possessed a surprising versatility, occasionally dipping his toes into unexpected territory. One such example is the lesser-known track “Dream On (Rare)”, a song that showcased a different side of Jennings while still retaining his signature outlaw spirit.
Released in 1985 as the B-side to the single “Waltz Me To Heaven”, the exact composer of “Dream On (Rare)” remains a subject of debate. While some sources credit Jennings himself, others point towards the possibility of an outside songwriter. Produced by Richie Albright, the track features a distinct sound compared to Jennings’ usual Outlaw Country fare.
The arrangement of “Dream On (Rare)” is more introspective and atmospheric. Acoustic guitars and piano create a mellow backdrop, while Jennings’ vocals take on a more subdued tone. This shift in soundscape allows for a deeper exploration of the song’s themes.
“Dream On (Rare)” isn’t a tale of honky-tonks and heartbreak. Instead, it delves into the realm of dreams and aspirations. The lyrics explore the human desire to chase one’s goals, even in the face of uncertainty. Jennings, through his storytelling, portrays a character who grapples with self-doubt while holding onto a flicker of hope for a better tomorrow.
Despite its “B-side” status, “Dream On (Rare)” has garnered a dedicated cult following among Jennings’ fans. It offers a glimpse into a different facet of his artistry, showcasing his ability to connect with listeners on a more introspective level. The song serves as a reminder that even the outlaws have dreams, and the pursuit of those dreams, however challenging, can be a powerful motivator.
Whether a deliberate departure or a hidden gem from the vaults, “Dream On (Rare)” holds a unique place in Waylon Jennings’ extensive catalog. It serves as a testament to his versatility as an artist, his willingness to explore new sounds and themes while retaining the core elements that made him a legend: a powerful voice, a compelling storyteller, and an ever-present touch of outlaw spirit.