Cain first picked up a guitar at 10 and soon was playing in a band with school buddies, which secured a gig at a local ice cream shop. The band was strictly instrumental at first.
"Then they said we needed a singer, so I gave it a whirl. I didn't know I could sing - and I still question that," Cain joked.
More bands would follow. The current evolution formed in 2011 and already has a debut recording under its belt. "My Pistol Rides Shotgun" features songs written by Cain.
Friday night in Charleston, Cain said the band will play a mix of its own material along with fan favorites from its rockabilly and western swing list - and the playlist will be decided on the spot, depending on audience reaction.
"We usually fly by the seat of our pants," Cain said. Joining him on stage will be Matt Eakle on guitar, Evan Jones on electric bass and acoustic guitar and Garry Hamrick on drums. Cain can play guitar, standup bass and piano. When the band needs saxophonist, tech guy Brandon Haggerty is happy to help.
See him driving a school bus around Clarksburg and you'll see the same Cain you do on stage, retro look and all.
"I'm like that every single day," he said. "I drive a '56 Olds for my everyday car."
He's so known for his look that Cain doesn't struggle for a vintage wardrobe.
"Local folks give me their stuff all the time," he said, "jackets and service station clothes - I have all these Esso (gas station) shirts."
Contact writer Monica Orosz at mon...@dailymail.com or 304-348-4830.