‘Remembering Waylon’: A Motorcycle Auction Celebrating Waylon Jennings’ Life

| 8/20/2014 4:53:00 PM

Old photo of Buddy Holly's Ariel featured in the Remembering Waylon auction 

NEW YORK (August 20, 2014) – Guernsey’s Auction House will resurrect the aura of Outlaw Country megastar Waylon Jennings on October 5 at the majestic Musical Instrument Museum in Phoenix with an auction of more than 2,000 of the country legend’s personal belongings. The centerpiece of the spectacular collection is the limited edition 1958 Ariel Cyclone motorcycle that originally belonged to Jennings’ best friend and mentor Buddy Holly. The Ariel is beautifully preserved with just over 4,000 original miles, and has not been ridden in over twenty years, serving as a symbol of a pivotal time in American music history.

On May 13th, 1958, three young and newly successful musicians – Buddy Holly, Joe Maudlin, and Jerry Allison – found their way to Ray Miller's Motorcycle Shop in Dallas, Texas. They had conceived a style of music redefining America's tastes, combining Country, Pop, Rockabilly, and Rhythm and Blues into a new sound all its own.

Having just returned home from a world tour, Buddy Holly and the Crickets each bought new motorcycles to celebrate their hard work and good fortune. Joe Maudlin, the Crickets' bass player, immediately fell in love with a Triumph Thunderbird motorcycle. Jerry Allison, their drummer, bought a Triumph Trophy. Holly was transfixed by a black Ariel Cyclone 650cc and purchased the limited edition model – one of only 200 that were ever built. To go with their new wheels, the trio purchased matching Levi’s jackets and peaked caps adorned with wings (pictured) and rode the 350-mile trip home in a thunderstorm.

Fatal plane crash

In the winter of 1958, Holly assembled a new band for his Winter Dance Party Tour, including Tommy Allsup on guitar, drummer Carl Bunch, and fellow West Texan and close friend Waylon Jennings on bass. By February, the band was exhausted from months of touring and sick of the bitter winter weather. Holly decided to charter the band to their next performance in Moorhead, Minnesota.

Also touring with the group were J.P “The Big Bopper” Richardson and Richie Valens. Richardson asked Jennings if he would consider giving up his seat on the plane, as Richardson had been sick with the flu. Jennings agreed, and at the same time, Valens made a similar arrangement with Allsup, leaving Holly on the plane with Richardson and Valens while the other band members rode the tour bus.