[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2026]
Music has a mysterious power to heal the heart and, at times, move us to tears.
In this article, we introduce timeless Western songs that transcend language barriers and resonate deeply with the soul—sad and heartrending masterpieces.
The bittersweetness of love, the sorrows of life, the pain of parting…
We present a selection of exquisite melodies and lyrics that have touched hearts around the world, across genres and eras.
If you’re carrying something heavy in your heart right now, these songs will surely stay close to your feelings.
Please enjoy these treasured classics in the playlist here.
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[Masterpiece] Tear-Jerking Western Songs. The tears won’t stop… Truly Sad Songs [2026] (21–30)
Sing For The MomentEminem
Eminem, who performs the song, is ranked 83rd on Rolling Stone’s list of the 100 Greatest Artists.
The song was released in 2003.
His rap—filled with irony and sorrow, characteristic of someone from a white working-class background—strikes a chord.
When You’re GoneAvril Lavigne
It is sung by Canadian singer-songwriter Avril Lavigne.
It was released as a single from her third album, The Best Damn Thing.
The song portrays the painful situation of having to say goodbye to someone dear.
Known for her energetic image, Avril delivers a mature, womanly ballad that showcased her growth.
[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2026] (31–40)
You Know You’re RightNirvana
A song recorded at Robert Lang Studios in Seattle on January 30, 1994, just before Nirvana embarked on their European tour.
It became the last song before Kurt Cobain’s death on April 5, 1994, and was released as a single eight years later.
Wake Me Up When September EndsGreen Day
A song written by lead vocalist Billie Joe Armstrong about his father, who died of cancer on September 1, 1982.
It was originally planned for the 2002 compilation album Shenanigans, but since Billie Joe wasn’t in the emotional state to record it, it was later included on American Idiot.
Spanish SaharaFoals
A song from Total Life Forever, the second album by the British indie rock band Foals.
It premiered on BBC Radio 1 on March 1, 2010.
The track was selected by NME as the best track of 2010.
Back To DecemberTaylor Swift
A track from her third studio album, Speak Now.
In this song, Taylor Swift apologizes for ruining her relationship with her ex-boyfriend.
It is said that this “ex-boyfriend” refers to American actor Taylor Lautner.
The greatestLana Del Rey
When it comes to Lana Del Rey, many of us strongly associate her with being a singer-songwriter who sings songs steeped in sorrow—so much so that she openly describes her own musical style as “sadcore.” This track is included on her August 2019 album, Norman Fucking Rockwell!.
Listening with the knowledge that Lana, a New York native, moved her base to California and found success there may inspire a range of feelings.
The sense of longing she expresses for a bygone America stirs a similar nostalgia in us Japanese listeners as well.
