Tear-jerking Western songs: recommended classics and popular tracks
Here are some timeless and popular tear-jerking Western songs recommended by our studio staff.
Why not let yourself have a good cry once in a while and give your heart a detox?
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Tear-jerking Western songs: Recommended masterpieces and popular tracks (91–100)
How Do I Say GoodbyeDean Lewis

A moving song that portrays the pain of parting with a loved one.
Written by Dean Lewis for his father, it was released in August 2022 and is included on the album The Hardest Love.
The lyrics capture the confusion of facing a sudden farewell and the memories shared with someone precious.
Many listeners will relate to the words that convey love for family and the anxiety of possibly losing them.
It’s a perfect song for those who have experienced saying goodbye to someone they love, or who want to cherish the time they have with the important people in their lives.
It’s a song that, while evoking the fragility of life, teaches the importance of living in the present.
Cry Me A RiverElla Fitzgerald

“Cry Me A River,” a classic of jazz and blues.
In Japanese, its meaning is rendered as “tears become a river.” As you might imagine from that, it tells the story of someone whose breakup has turned into a big mess.
The weighty melody adds depth.
You’re BeautifulJames Blunt

This is a moving song about unrequited love by British singer-songwriter James Blunt.
Released in May 2005, it was inspired by his experience of unexpectedly seeing a former lover on the subway with a new partner.
Featured on the album “Back to Bedlam,” it became a major hit, reaching number one in 13 countries worldwide.
In Japan, it was used as an insert song for the Fuji TV drama “Kobayakawa Nobuki no Koi” and as a commercial song for the Toyota Vitz.
Although it may sound romantic at first, it actually conveys bittersweet feelings and complex emotions, resonating deeply with those who have experienced heartbreak or parting.
You & IJohn Legend

A tastefully crafted song suffused with sorrow and wistfulness naturally brings tears to your eyes.
It’s a deeply moving, cry-your-heart-out track by John Legend, where the grand message and high-level vocal approach truly shine.
Since it’s in English, be sure to pay attention to the lyrics and look them up.
CirclesPost Malone

I think it’s hard to catch the lyrics of songs in English.
With this song, “Circles,” many people might feel it sounds bright if they just listen to the melody.
The vibe is upbeat, but in fact it’s a song about losing someone important.
Please give it a listen.


