Frank Sinatra was one of the greatest entertainers of the 20th century.
Frank Sinatra’s illustrious career spanned six decades and produced more than 200 albums — which included a variety of hits that shaped a generation.
But to some, the iconic singer’s entire catalogue is summed up in 10 songs — which are repeatedly played in karaoke bars, movies, TV shows and commercials.
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Here are the ten most overplayed Sinatra songs (be careful, one is deadly):
“New York, New York” (1977)
The theme from the Martin Scorsese movie of the same name, it was performed by Liza Minelli in the film.
Sinatra recorded it two years later, and his version has become synonymous with the city.
The Yankees began playing it at Yankee Stadium after every home win in the 1908s, and other New York teams have used the song in their stadiums. Every November, the New York City Marathon opens its starting line to the tune.
It has been used in numerous movies and TV shows, including Spike Lee’s “Summer of Sam,” and is a mainstay in karaoke bars.
“My Way” (1969)
Even Sinatra detested this song, which was written by Paul Anka.
At a 1979 performance in Atlantic City, he announced, “I hate this song. I hate this song! I’ve had it up to here with this god damned song!”
It has inspired countless covers — who could forget the Sid Vicious version just before the credits roll at the end of “Goodfellas?”
And, strangely, it’s taken very seriously in the Philippines.
According to the New York Times, as of 2010 there have been six fatal disputes resulting from performances of the song in Philippine karaoke bars.
This phenomenon has been dubbed the “My Way Killings.”
“Fly Me To The Moon” (1964)
Originally recorded in 1954, “Fly Me To The Moon” was popularized by Sinatra when he recorded it a decade later.
This song was so overplayed that it was even heard on the moon when Buzz Aldrin played it during the Apollo 11 mission five years after its release.
“Strangers In The Night” (1966)
Another Sinatra song that is featured in several movies, including the 1988 hit “License to Drive.”
“Strangers In The Night” made another contribution that many aren’t aware of.
When animator Iwao Takamoto heard Sinatra, as the song is fading out, sing, “Doobie-doobie-doo,” he was inspired to name the cartoon dog he had created “Scooby-Doo.”
“I’ve Got You Under My Skin” (1956)
Written in 1936, it was two decades later that Sinatra had a hit with this song.
It has been covered by numerous other singers, including the Four Seasons, whose version went to number one on the top 40 charts in 1966.
Singer and rapper Neneh Cherry recorded it in 1990 for the compilation album, “Red Hot + Blue.”
“The Best Is Yet To Come” (1964)
Originally performed by Tony Bennett, it is the last song Sinatra performed at his final concert, on Feb. 25, 1995.
It has been covered by at least 15 other artists, including Michael Buble, Chaka Khan and the Cherry Poppin’ Daddies.
“The Best is Yet to Come” is etched on Sinatra’s grave marker.
“Come Fly With Me” (1958)
Sinatra released versions of this song on seven different albums.
It appeared in several movies, including “Air America,” “Vegas Vacation,” and “Raging Bull.”
In 1963, Frankie Avalon performed the song for the movie “Come Fly With Me.”
“Somethin’ Stupid” (1967)
A duet performed with Sinatra’s daughter, Nancy, the song was number one on the Billboard Easy Listening chart for nine weeks in 1967.
It has been featured in “The Simpsons” and was covered by British singer Robbie Williams in a duet with actress Nicole Kidman in 2001.
“The Girl From Ipanema” (1967)
Written by Antonio Carlos Jobim in Brazil in 1962, Sinatra recorded this song with Jobim in 1967 and scored a hit in America.
Since then, it has been covered by everyone from Amy Winehouse to Ella Fitzgerald (as “The Boy From Ipanema”).
My Kind of Town (1964)
Another song Sinatra recorded for multiple albums, “My Kind of Town” is his ode to Chicago from the movie “Robin and the 7 Hoods.”
In the 1979 film “Buck Rogers in the 25th Century,” the title character sings “My Kind of Town” as he returns to Earth. A variation is used in the 2013 TV series “Lilyhammer,” and it has been covered extensively by artists including Jackie Gleason and Marvin Gaye.
During his run for governor of Maryland in 1966, future vice president Spiro Agnew, a personal friend of Sinatra’s, used a variation of the song in his campaign, substituting the lyric “My Kind of Man, Ted Agnew is…”