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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)

A Hazy Shade Of WinterSimon&Garfunkel

Simon & Garfunkel – A Hazy Shade Of Winter
A Hazy Shade Of WinterSimon&Garfunkel

It’s the famous Simon & Garfunkel song known in Japan as “Fuyu no Sanpomichi” (A Hazy Shade of Winter).

It was included on their 1968 album Bookends.

In Japan, it was used as the theme song for a TV drama in 1994, but since permission from Simon & Garfunkel’s side was not granted, it was released under the designation of an insert song instead.

Shape of My HeartSting

Sting – Shape of My Heart (HQ)
Shape of My HeartSting

It’s the song that plays during the ending of the film “Léon,” amplifying its sense of sorrow.

It’s sung by the British artist Sting.

According to Sting, the song is about a card player.

His wistful vocals and the melancholic melody leave listeners in a reflective, subdued mood.

As Tears Go ByThe Rolling Stones

The Rolling Stones – As Tears Go By (Shine a Light 2008) Full HD
As Tears Go ByThe Rolling Stones

A song written by Mick Jagger and Keith Richards.

Its original title was “As Time Goes By.” It was first recorded by Marianne Faithfull, who later became Mick’s girlfriend, and then recorded by The Rolling Stones a year later.

Ruthlesssomething corporate

Something corporate – Ruthless
Ruthlesssomething corporate

It was included on the album “NORTH,” released by Something Corporate in 2006.

The vocalist, Andrew McMahon, was only 19 at the time and was hailed as a genius melody maker.

While the band has many delicate emo-rock songs featuring piano, this track is one of them.

His emotional vocals resonate deeply with listeners.

LoveKeyshia Cole

Keyshia Cole – Love (Alt. Version) (Official Music Video)
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.

RunLeona Lewis

Leona Lewis – Run (Official Video)
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.

Breaking PointLogan Michael

Logan Michael – Breaking Point (F U) [Official Video]
Breaking PointLogan Michael

A piercing song that captures a farewell where sadness and anger collide.

Carried by Logan Michael’s vocals, the bittersweet emotions tighten the listener’s chest.

Released in October 2023, this work lays bare the pain of heartbreak.

The image of the protagonist spending sleepless nights with whiskey in hand will resonate with many.

Lyrics depicting the moment of deciding “I’ve had enough” may encourage those who want to end an unhealthy relationship.

It’s a song that gives you the courage to value yourself.