In a 1959 interview, Connie Francis attributed her being the sole songstress then scoring rock and roll hits by saying: "Rock 'n' roll is a masculine kind of music" with its mindset of "'Come on out baby we're going to rock'...[best] suited for a man to sing...The mistake that many girl singers have made is trying to compete with the men [whereas] I've tried for the cute angle in lyrics, things like 'Lipstick on Your Collar' and 'Stupid Cupid'."
Songwriter George Goehring recalled in 1982 that he had personally pitched "Lipstick on Your Collar" to Francis, when he made an unannounced visit to her New Jersey home and played the song for her on her piano.
Francis recorded the song April 15, 1959 in a session at Metropolitan Studio (NYC) produced and conducted by Ray Ellis, with veteran guitarist George Barnes contributing a solo to the track. At the same session Francis recorded the romantic ballad "Frankie", a Howard Greenfield/Neil Sedaka composition meant to appeal to Frankie Avalon fans. "Lipstick on Your Collar" was originally intended to serve as the B-side to "Frankie", but MGM Records and Francis herself were so pleased with the recording that the two tracks were both promoted equally.
The result was the most successful double-sided hit of Francis' career, as "Lipstick on Your Collar" – the first uptempo Connie Francis single to reach the US Top Ten – peaked at No. 5 on the Billboard Hot 100 in July 1959, while "Frankie" peaked at No. 9. "Lipstick on Your Collar" sold over one million copies in the US.
In the summer of 1959 "Lipstick on Your Collar" also reached No. 3 in the UK Singles Chart,[8] and became Francis' first Top Ten hit in Australia at No. 4.
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