[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2025]

AlwaysDaniel Caesar

Daniel Caesar – Always (Official Audio)

Have you ever wished happiness for someone you broke up with, while still holding unchanged feelings deep in your heart? This song, performed by Canadian singer-songwriter Daniel Caesar, gently accompanies that kind of complicated emotion.

Set to a quiet, dreamy sound, it portrays a protagonist who realizes that their love for the other person will never fade.

The track is included on the acclaimed album “NEVER ENOUGH,” released in April 2023, and in October 2023 he performed it on a popular American TV show.

If you feel pressured to forget and move on too quickly, quietly facing your emotions—like in this song—might actually lighten your heart and help you take a new step forward.

Sing For The MomentEminem

Eminem – Sing For The Moment (Official Music Video)

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 the party’s overBillie Eilish

Billie Eilish – when the party’s over

As of 2020, Billie Eilish had become the most famous teenage female singer.

Her lyrics aren’t dreamy or adolescent in tone; instead, they’re introspective, often centering on loneliness and self-loathing, and at times convey feelings so real they’re chilling.

Billie softly sings lines of bravado to a crush who won’t pick up the phone, saying she likes “the silence when I walk home alone” and that she “can lie, too.” These delicate emotions—where sadness and anger intertwine—surely resonate not only with people her age, but with adults as well.

When You’re GoneAvril Lavigne

Avril Lavigne – When You’re Gone (Official Video)

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.

You Know You’re RightNirvana

Nirvana – You Know You’re Right (LP Version)

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.

Back To DecemberTaylor Swift

Taylor Swift – Back To December

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 Day We Caught The TrainOcean Colour Scene

Ocean Colour Scene – The Day We Caught The Train

It was released in 1996 by the British band Ocean Colour Scene.

The song was issued as a single from their album Moseley Shoals and reached a peak position of number 4 in the UK charts.

It’s no exaggeration to say that Ocean Colour Scene were a band that epitomized the neo-mod movement of the 1990s.