Oh, Pretty Woman

Roy Orbison cut "Oh, Pretty Woman" at a session on August 1, 1964, produced by Fred Foster and engineered by Bill Porter. Four guitar players were on hand that day: Orbison himself, Billy Sanford, Jerry Kennedy, and Wayne Moss. Sanford, who would later play on sessions for Elvis Presley and Don Williams, performed the song's introductory riff. Floyd Cramer played piano, Henry Strzelecki handled bass, and Boots Randolph and Charlie McCoy took the saxophone parts, with Buddy Harman on drums and Paul Garrison on percussion.

The title had come from an interruption earlier in the day. Orbison's wife, Claudette, announced she was going out, and when Orbison asked if she had enough cash, co-writer Bill Dees interjected, "A pretty woman never needs any money." Dees also sang harmony vocals, as he did on many Orbison songs. Released as a single that August on Monument Records, the record spent three weeks at number one on the Billboard Hot 100 and three weeks atop the UK Singles Chart. It was Orbison's second and final American chart-topper, after "Running Scared."

The single and the stereo LP version carried slightly different lyrics. The intended line "come with me baby" was changed to "come to me baby" for the single, since the original was considered too risque. The record went on to sell seven million copies, and Billboard ranked it the number four song of 1964. In October, Orbison filmed a promotional video in the rooftop garden of the Derry and Toms department store in Kensington, London, directed by Stanley Dorfman for Top of the Pops.