Darrell “D-Rail” Ray has spent more than three decades performing around Central Texas, becoming one of the most familiar names on local music calendars. Catch one of his appearances, and you’ll hear an eclectic setlist that jumps from Johnny Cash to Radiohead to Otis Redding, along with periodic breaks for a swig from a bottle of Tabasco sauce.

A recent conversation with D-Rail traces the evolution of Waco’s music scene from a handful of venues in the 1990s to today’s larger network of bars, breweries, restaurants, and neighborhood stages. Along the way, he explains how audience requests shaped his repertoire, why supporting other musicians has become central to his approach, and how he once played a four-hour show for an audience of exactly one cat.

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