[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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[Masterpiece] Tear-jerking Western songs. I can’t stop crying… truly sad songs [2025] (101–110)
Blonde on BlondeNada Surf
If you like indie rock bands, I think you know Nada Surf.
However, since only their singles tend to be famous, I’d like people to discover hidden gems like this on their albums as well.
It’s a song that conveys a sense of sadness, but the strength of the melody still shines through.
Nothing But A FoolNew Order
New Order are already a veteran band, but with each release they truly feel like they’re getting younger.
The sound is cutting-edge, as if a group of young people formed a band and put out a track.
This song is perfect from start to finish, with a touch of sadness woven in.
early morning rainPaul Weller
There are hardly any artists who have stayed at the forefront for as long as Paul Weller.
Normally, once you’re a veteran, you either retire or just perform live.
But to keep releasing new work consistently takes real energy, and I truly respect that.
Evil FriendsPortugal. The Man
The intro is filled with a melancholy atmosphere, but it suddenly shifts into a lively, upbeat melody.
Normally that would clash with the theme, yet somehow the singer’s voice from this band still sounds sad to me.
Recommended if you’re looking for a unique kind of sad song.
This Is How It FeelsRichard Ashcroft
It’s my recent favorite, and I listen to it at least once a day.
It feels like a song I’ve heard somewhere before, but if you stick with it to the end, I think you’ll be hooked after a few listens.
It’s truly an amazing track, and this person’s talent is far from running dry.
[Masterpieces] Tear-Jerking Western Songs: The Tears Won’t Stop… Truly Sad Songs [2025] (111–120)
You Don’t Love Me YetRoky Erickson
If you can recognize this person right away without looking them up, you’re a true Western music fan.
He’s the central figure and vocalist of the legendary band the 13th Floor Elevators.
It might sound like an ordinary pop song, but to me it sounds sad.
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.