The Shocking Reason Why Frank Sinatra Hate Singing ‘Strangers in the Night’

The Shocking Reason Why Frank Sinatra Hate Singing ‘Strangers in the Night’

Frank Sinatra thought ‘Strangers in the Night’ was an awful song. According to the account in Sinatra: The Life, “Strangers in the Night” never got any love from the man who made the song famous. “I don’t want to sing this,” the authors quote Sinatra telling Irving Weiss the first time he saw the music. “It’s a piece of s–t.”

In later years, Sinatra took to trashing the song whenever he had the chance. After performing “Strangers” in concert one night, a microphone caught him saying (via The Life), “That’s the worst f–king song I ever heard.”

If that doesn’t settle it, fans can check on the fan site The Frank Sinatra. There, site operators were kind enough to compile a list of times Sinatra savaged the song on microphone while standing on stage.

“Yeah, here’s a song that I can not stand,” Sinatra said at a ’75 Jerusalem gig. “I just cannot stand this song, but what the hell.” The list goes on and on. The gist is the same: He wanted to puke almost every time he sang it. But he did it anyway.

Sinatra ground his teeth and kept singing ‘Strangers in the Night’

Why would Sinatra keep singing a song he hated? He didn’t do anything he didn’t want. (It was “Frank’s world,” etc. etc.) Well, in brief, the song had been his last huge hit — much bigger, upon release, than “My Way” — and Sinatra knew it had kept him near the top. On stage, he would say “Strangers in the Night” had “kept him in pizza” for years.

In other words, it paid for his helicopter fuel, landscaping additions in Palm Springs, and so forth. After the ’60s, the song helped pack arenas of adoring (and paying) fans. He wasn’t going to disappoint them, so he ground his teeth and sang it. At times (as in the above performance), his contempt for the song was palpable.

Sinatra turned on ‘My Way’ late in his career

“Strangers in the Night” wasn’t only late hit Sinatra didn’t appreciate. By the ’80s, he began disparaging “My Way” as well. The difference was, Sinatra loved that song when he first heard it. Paul Anka, who wrote it especially for Sinatra, never doubted that.

It took Sinatra years — after hearing it and singing it hundreds of times — for him to turn on “My Way.” With “Strangers in the Night,” it was a case of “hate at first listen.” And you can’t blame Sinatra one bit. When Frank was right, he was right.