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Beautiful tear-jerking songs / songs that make you cry your eyes out

[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.

[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2026] (111–120)

Moonlight Shadow ft. Maggie ReillyMike Oldfield

Mike Oldfield – Moonlight Shadow ft. Maggie Reilly
Moonlight Shadow ft. Maggie ReillyMike Oldfield

It was released in 1983 by British musician Mike Oldfield.

The lyrics tell a poignant story about meeting a murdered lover again in heaven someday.

Although there were rumors that it was inspired by John Lennon’s assassination, Mike, who wrote the lyrics, has firmly denied this.

It became a huge hit across Europe.

[Masterpieces] Tear-Jerking Western Songs. The tears won’t stop… Truly Sad Songs [2026] (121–130)

Hero Of WarRise Against

Inspired by the 2006 documentary “The Ground Truth: The Killing Ends,” this song focuses on the PTSD of soldiers returning from war.

It was not released as an official single, and its music video was released on Myspace in 2009.

ShipbuildingRobert Wyatt

As a definition of a sad song, I think a little-known, minor piece is best.

If you assume that everyone listens to and feels sad about a song that everybody knows, it becomes anticlimactic.

And with ordinary sensibilities, this song will sound very sad.

BrokenSeether ft. Amy Lee

A song written by lead singer Shaun Morgan about the pain of leaving someone behind.

It features his girlfriend, Amy Lee, who is also known as the vocalist of Evanescence.

The track was used in the 2004 film The Punisher.

Don`t dream it`s overSixpence None The Richer

Sixpence none the richer – Don`t dream it`s over (official video)
Don`t dream it`s overSixpence None The Richer

They’re a band formed in Texas, USA.

The vocals by Leigh Nash resonate with a poignant, bittersweet quality.

The original is by Crowded House, but since this version was used as the theme song for an NHK program in Japan, it may be the more familiar one there.

Make MyThe Roots ft. Big KRIT

The Roots Ft. Big KRIT – Make My (Lyrics) [Full Song HQ]
Make MyThe Roots ft. Big KRIT

Finally, I chose a particularly sad rap song by The Roots, a true hip-hop group.

The music video is also sad, so it’s worth watching.

And for those who think rap is all about loud, bass-heavy noise, please get to know this high-quality track as well.

On Your OwnThe Verve

The Verve – On your own (live)
On Your OwnThe Verve

The band Richard Ashcroft used to be in is The Verve.

They have other great songs, but when it comes to a sad song for me personally, it’s this one.

The chorus is especially good, and I listened to it over and over again.