
On June 15, 1979, Waylon Jennings turned forty-two and came face to face with the cherry-red 1958 Ariel Cyclone 650 that Buddy Holly had ridden across Texas twenty-one years earlier.
For eleven years after the plane crash that killed the 22-year-old rock-and-roll pioneer, Holly’s father kept that rare British machine tucked away in Lubbock. He finally parted with it in 1970, selling the motorcycle to a collector in Austin, where it remained in private hands while Jennings grew into one of country music’s biggest stars.
As Jennings approached his forty-second birthday, the people who knew his history best decided the bike belonged back with the man Holly had mentored. Crickets drummer Jerry “J.I.” Allison and bassist Joe B. Mauldin, who had been there the day Holly bought the motorcycle, led the search through Texas to locate the current owner in Austin, while accounts of the birthday surprise also linked close friends like Johnny Cash and Lubbock singer Joe Ely to the effort to bring the machine back into Jennings’ life.
They knew the history attached to those handlebars because Allison and Mauldin had stood beside Holly at Ray Miller’s Triumph and Ariel dealership in the Oak Cliff section of Dallas on May 13, 1958.
The three young musicians had just flown into Dallas Love Field after an overseas tour, carrying plenty of cash and looking for a way home to Lubbock. They first walked into a Dallas Harley-Davidson dealership in their street clothes, only to be brushed off by a salesman who did not think the kids could afford his bikes.
Walking out, they headed across town to Ray Miller’s shop. There, Allison bought a Triumph Trophy, Mauldin picked out a Triumph Thunderbird, and Holly paid $1,226.50 for a limited-production 650cc Ariel Cyclone finished in cherry red and black.
Before riding three hundred miles west to Lubbock through a Texas rainstorm, the trio rode their new British motorcycles back to the Harley-Davidson lot and tore across the pavement to show the salesman what he had missed.
Back home in Lubbock, Holly let his young friend Waylon Jennings take the Ariel Cyclone out for rides. Holly had taken Jennings under his wing at KLLL radio, produced his debut recording session, and hired him five months after the Dallas motorcycle trip to play electric bass on the Winter Dance Party tour across the upper Midwest.
That tour reached the Surf Ballroom in Clear Lake, Iowa, on February 2, 1959. Exhausted by subzero temperatures and broken heaters on the tour bus, Holly chartered a four-seat Beechcraft Bonanza to fly ahead to Fargo, North Dakota.
Jennings was supposed to take one of the seats, but he gave his spot to J.P. “The Big Bopper” Richardson, who was battling the flu. When Holly learned of the switch backstage, he teased Jennings that he hoped the old tour bus froze up again, and Jennings joked back that he hoped the plane crashed.
Early the next morning, February 3, 1959, the plane went down in an Iowa cornfield minutes after takeoff, killing Holly, Richardson, Ritchie Valens, and pilot Roger Peterson. For twenty years, Jennings rarely spoke about the crash, carrying the private weight of that final backstage exchange even as he conquered Nashville in the 1970s.
When Allison and Mauldin tracked the Ariel Cyclone down in Austin in 1979, bought it back, and arranged for it to be delivered for Jennings’ birthday, they were returning a piece of the friend Jennings still mourned.
In his 1996 memoir, *Waylon: An Autobiography*, Jennings recalled finding the cherry-red motorcycle waiting for him in North Texas at midnight after coming off stage. Even inside the room, he swung his leg over the seat and stomped the kickstarter.
“First kick,” Jennings wrote, remembering the engine roaring off the walls at midnight and adding simply, “I knew Buddy wouldn’t mind.”
Jennings kept the 1958 Ariel Cyclone on display inside his homes in Nashville and later in Arizona until his death on February 13, 2002. His widow, Jessi Colter, and son, Shooter Jennings, held onto the bike for twelve more years before Lubbock businessman George McMahan purchased it at a 2014 estate auction and placed it on display at the Buddy Holly Center in Lubbock, bringing the motorcycle back to the West Texas town where both men started.