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

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

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.

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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.

[Masterpiece] Tear-Jerking Western Music. The tears won’t stop… Truly Sad Songs [2025] (1–10)

Depression (feat. Coconut Records)Ben Kweller

Have you ever experienced the kind of despair that feels like all the color has drained from the world after suddenly losing a beloved family member? “Depression” by American singer-songwriter Ben Kweller is a song that lays bare his feelings for his son, who died in a car accident.

The fact that he wrote it while listening to recordings his son left behind conveys, almost painfully, the heart-rending ache and deep love he feels as a father.

His voice, singing without hiding his despair, is sure to offer comfort to those carrying similar pain.

This song, which strives to find light from the depths of sorrow, may give you the strength to move forward.

Tears In HeavenEric Clapton

Eric Clapton – Tears In Heaven (Official Video)
Tears In HeavenEric Clapton

A song written by Clapton and Will Jennings about Clapton’s four-year-old son, Conor, who died after falling from the 53rd floor of an apartment building on March 20, 1991.

It won Grammy Awards in 1993 for Record of the Year, Song of the Year, and Best Male Pop Vocal Performance.

Wish You The BestLewis Capaldi

Lewis Capaldi – Wish You The Best (Official Video)
Wish You The BestLewis Capaldi

A heartbreakingly sad piano ballad sung by Scottish singer-songwriter Lewis Capaldi.

You said, “I wish you happiness,” and broke up, even though you didn’t mean it—when deep down you wanted to stay by their side.

Haven’t you ever felt that kind of pain? This song delivers those unspoken truths and regrets with a voice that sounds like a cry from the soul.

The lyrics confess, “I said we should stay friends, but that was a lie,” and for anyone who’s been through a painful breakup, it may feel like the song speaks your feelings for you.

If you let yourself sink into the emotions you’ve kept buried deep in your heart and have a good cry, you might feel a little lighter.

Summertime SadnessLana Del Rey

Lana Del Rey – Summertime Sadness (Official Music Video)
Summertime SadnessLana Del Rey

“Summertime Sadness,” a signature song by American singer-songwriter Lana Del Rey.

It’s an achingly beautiful track that sings of the radiant days of summer and the sense of loss brought on by a friend’s tragic end.

Lana Del Rey’s languid, dreamlike vocals match the song’s melancholic atmosphere perfectly.

The chorus, pleading “Kiss me hard before you go,” feels like the climax of a tragic film.

As you listen, happy memories resurface even as you’re confronted with the reality that there’s no going back—you may find yourself unable to hold back tears.

You Break Me FirstTate McRae

Tate McRae – you broke me first (Official Video)
You Break Me FirstTate McRae

This is a heartbreak song by Canadian singer-songwriter Tate McRae that holds both strength and fragility.

It portrays the cold yet sorrowful feelings when an ex who once hurt you reaches out only when it’s convenient for them.

The line “You’re the one who broke me first” pushes them away, squeezing your chest as you hear it.

Behind those searing words, it feels as if there’s a deep sadness so intense that without saying them, her heart might fall apart.

For anyone who’s been through a painful love, it may resonate with that moment when you put on a brave face to protect yourself.

Her delicate vocals riding over a quiet beat gently wrap around that pain and bring you to tears.

See You Again ft. Charlie PuthWiz Khalifa

Wiz Khalifa – See You Again ft. Charlie Puth [Official Video] Furious 7 Soundtrack
See You Again ft. Charlie PuthWiz Khalifa

It was released as an insert song for the blockbuster film Fast & Furious.

The performers are rapper Wiz Khalifa and the rapidly rising Charlie Puth.

Many listeners burst into tears, saying that when they hear the song, it reminds them of Paul Walker, the lead actor who died suddenly in an accident before the film was completed.

emails i can’t sendSabrina Carpenter

Sabrina Carpenter – emails i can’t send (Official Audio)
emails i can't sendSabrina Carpenter

Haven’t we all had experiences of carrying secret feelings in our hearts—things we want to say but can’t? “emails i can’t send,” sung by American artist Sabrina Carpenter, is a song that lays bare painfully honest truths, encapsulated in those very messages that were never sent.

Set to a quiet piano melody, it unfolds raw, deeply personal cries of the heart: tangled emotions toward family, the sting of betrayal, and more.

The lyrics feel like the very words buried deep inside have been turned straight into melody, tightening your chest as you listen.

For anyone holding feelings they can’t put into words, this song may become something special—a piece that speaks on your behalf and lets the tears fall, gently.

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