[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.
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[Masterpieces] Tear-Jerking Western Songs: The Tears Won’t Stop… Truly Sad Songs [2025] (111–120)
Across The UniverseFIONA APPLE

There are countless artists and bands who cover songs by the Beatles, the greatest band in the world.
However, most of them fall far short of the originals, and you’d be much better off just listening to the source material.
Fiona Apple’s cover version, however, is truly outstanding.
LoveKeyshia Cole

She is an R&B singer from California, United States.
This song was released as a single from her fourth album in 2005.
With this track, Keyshia made her first appearance in the Billboard Top 20.
The poignant ballad and her powerful vocals are truly moving.
Fingers CrossedLauren Spencer Smith

A gem of a ballad that paints the pain of heartbreak, with a sweet, aching voice that seeps into your heart.
Lauren Spencer Smith’s soaring vocals beautifully capture the complex emotions after a breakup.
Released in January 2022, the song quickly went viral on TikTok and hit number one on the charts in Ireland and Norway.
The phrase “crossing my fingers” is especially striking, deftly portraying the futility of love’s promises.
In those moments when memories of past love make your chest tighten, listening to this song might just make your heart feel a little lighter.
RunLeona Lewis

Unfortunately, Leona Lewis also gives a strong impression of being an artist from a previous era, but even so, there are universally wonderful songs like this one.
I believe the original is by a British band called Snow Patrol, so please listen to their version as well.
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.
Against All OddsPhil Collins

It was released in 1984 by British musician Phil Collins.
Used as the theme song for the film “Against All Odds,” it reached No.
1 in the United States.
This is the biggest hit among his released songs.
With this track, he won the Grammy Award for Best Male Pop Vocal Performance in 1985.
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.





