Stallone has worked as a singer in the tradition of American big band jazz and popular music, in a vocal style reminiscent of his idol Frank Sinatra. He tours with his own orchestra under conductor Paul Vesco, and has also worked with conductors Sammy Nestico and Billy May. Stallone has released a number of albums, including Day In Day Out with Sammy Nestico (1991; A1 Records: FSTCD1) and "Close Your Eyes" with Billy May (1996; Coolnote).
Stallone wrote and performed "Far From Over" for the 1983 film Staying Alive. The song peaked at #10 on the Billboard Hot 100, becoming his only major pop hit. A self-titled album soon followed from RSO, in the style of 1980s pop.
Stallone was also used as a punchline by Norm MacDonald on Saturday Night Live's Weekend Update, often inserting Stallone's name into the end of news stories in a ridiculing manner. One example would be rhetorically asking the audience who was responsible for some sort of adverse event or circumstance, "..you guessed it: Frank Stallone." Another example, "The most popular toy of 1996: 'Tickle Me Elmo'. And the least popular toy of 1996, you guessed it: 'Tickle Me Frank Stallone'."
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