"Oklahoma Borderline" is a song co-written and performed by American country music artist Vince Gill. Released in November 1985 as the third single from his album The Things That Matter, The song reached No. 9 on the Billboard Hot Country Singles & Tracks chart. The song was written by Gill, Rodney Crowell and Guy Clark. The song captures the spirit of adventure and longing, telling the story of a restless soul eager to break free and explore the open road, specifically crossing the Oklahoma border. Its upbeat tempo, intricate guitar work, and Gill's distinctive vocal delivery make it a standout track that showcases his talent not only as a vocalist but also a musician. "Oklahoma Borderline" remain a fan favorite and testament to Gill's songwriting abilities, especially in collaboration with iconic writers like Crowell and Clark. It helped establish Gill's reputation as one of the most versatile and enduring artists in country music.

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