his first artist. He outfitted him with new clothes, and worked with him to improve his image. He arranged a session for Jennings at Norman Petty's recording studios in Clovis, New Mexico. On September 10, Jennings recorded the songs "Jole Blon" and "When Sin Stops (Love Begins)" with Holly and Tommy Allsup on guitars and saxophonist King Curtis. Holly then hired Jennings to play bass for him during his "Winter Dance Party Tour". Winter Dance Party Tour Before the tour, Holly vacationed with his wife in Lubbock and visited Jennings's radio station in December 1958. Jennings and Sky Corbin performed the hand claps to Holly's tune "You're the One". Jennings and Holly soon left for New York City, arriving on January 15, 1959. Jennings stayed at Holly's apartment by Washington Square Park prior to a meeting scheduled at the headquarters of the General Artists Corporation, that organized the tour. They later took a train to Chicago to join the band. The Winter Dance Party tour began in Milwaukee, Wisconsin, on January 23, 1959. The amount of travel created logistical problems, as the distance between venues had not been considered when scheduling each performance. Adding to the problem, the unheated tour buses twice broke down in freezing weather, leading to drummer Carl Bunch being hospitalized for frostbite on his toes. Holly made the decision to find another means of transportation. Before their performance at the Surf Ballroom in Clear Lake, Iowa, Holly chartered a four-seat Beechcraft Bonanza airplane from Dwyer Flying Service in Mason City, Iowa, for himself, Jennings, and Tommy Allsup, to avoid the long bus trip to their next venue in Moorhead, Minnesota. Following the Clear Lake show (which ended around midnight), Allsup lost a coin toss and gave up his seat on the charter plane to Ritchie Valens, while Jennings voluntarily gave up his seat to J. P. Richardson, known as The Big Bopper, who was suffering from the flu and complaining about how cold and uncomfortable the tour bus was for a man of his size. When Holly learned that his bandmates had given up their seats on the plane and had chosen to take the bus rather than fly, a friendly banter between Holly and Jennings ensued, and it would come back to haunt Jennings for decades to follow: Holly jokingly told Jennings, "Well, I hope your ol' bus freezes up!" Jennings jokingly replied, "Well, I