"The Second Time Around" is a song with words by Sammy Cahn and music by Jimmy Van Heusen.
It was introduced in the 1960 film High Time, sung by Bing Crosby with Henry Mancini conducting his orchestra, and was nominated for the Academy Award for Best Original Song.
Its theme is captured by its first two lines: Love is lovelier the second time around, Just as wonderful with both feet on the ground.
[4] Sinatra also recorded it again for Reprise on November 5, 1961, and April 29, 1963.
[5] Jane Morgan sang the song on a 1961 episode of The Jack Benny Program.