Tear-jerking unrequited love songs in Western music: recommended classics and popular tracks

Sitting, Waiting, WishingJack Johnson

Sitting, Waiting, Wishing – Jack Johnson

A folk-rock track released in 2005 by American singer-songwriter Jack Johnson.

It was created to support a friend of Jack’s who had an unrequited crush.

It became a hit in the United States, Australia, Brazil, and various European countries, and was nominated for a Grammy Award.

To Know Him Is To Love HimAmy Winehouse

Amy Winehouse – To Know Him Is To Love Him

A track released in 1958 by the American pop music group The Teddy Bears.

It was written by Phil Spector, who was a 17-year-old high school student at the time, and was inspired by his father’s headstone.

It has been covered by artists such as Nancy Sinatra and The Beatles, and an acoustic version by Amy Winehouse was released in 2007.

Without YouNilson

Without you Nilson

It’s a song that expresses deep regret over a breakup.

The lyrics are very straightforward, making it an incredibly, incredibly heartbreaking piece.

Please try translating it into Japanese once—you’ll feel a profound sadness.

And Nilsson’s gentle singing voice will make it all the more poignant.