Composed by Cliff Richard and Shadows bandmate Bruce Welch, the defiantly self-defining "Bachelor Boy" (Richard has never married) was one of the biggest hits to be culled from 1963's Summer Holiday movie, and that despite initially being released as the B-side to the sweetly melancholy "The Next Time." Within days of the record's release, however, DJs were playing both sides with equal alacrity and "Bachelor Boy" was promoted to double A-side status in time for the record's arrival at the top of the U.K. chart. (Alone, it reached number 99 in the U.S.)
It is ironic, then, that the jaunty "Bachelor Boy" was a very last minute addition to the movie. According to Welch, the finished film was in the last stage of its final edit when the producer realized it was a couple of minutes too short. Hastily he contacted Cliff Richard's producer, Norrie Paramor, suggesting that the easiest option would be to add another song fortuitously. Richard and Welch were themselves visiting Paramor at that same time. Within two hours, Welch recalled, they had written the song and were preparing to shoot one final sequence for seamless insertion into the film.