[So touching it makes you cry] A heartbreakingly wistful and sad song that tightens your chest
A feeling like your chest is being tightly squeezed…
Heartbreak, parting from someone precious, the daily pains…
Here are some heartbreaking songs that will bring tears to your eyes when you listen.
We’ve gathered tracks for those who want to have a good cry or be comforted by songs that share the same feelings.
From timeless classics to the latest releases, we’re covering a wide range—so be sure to read to the end.
Even with sad songs, finding ones you can relate to helps you realize you’re not alone.
By the time you finish listening, your sadness and heartache might just turn a little more positive.
Let these wistful songs guide you, and allow yourself to honestly let out your weakness and pain as your emotions lead you.
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[Tear-Jerking] Heart-wrenchingly poignant and sad songs (91–100)
signJUJU

Singer JUJU, whose broad musicality is shaped by her family’s influence and who also runs her own brand outside of music, has won strong support especially among women through her wide-ranging activities.
Her 20th single “sign,” written as the theme song for the film The Wings of the Kirin, features sentimental piano and strings that tug at the heart.
The lyrics tell the story of searching for a sign from someone who’s been lost, evoking a profound sorrow and loneliness that words alone can’t express.
It’s a tear-jerking ballad that aligns with the film’s narrative.
Only HumanK

This is a song released in 2005 as the fourth single by K, a singer from South Korea.
At the time of its release, it drew attention for being selected as the theme song for the drama “1 Litre of Tears.” It carries a message of hope for everyone: although each person lives bearing sorrow, we should still believe in the light and move forward.
Last SmileLOVE PSYCHEDELICO

The last smile from someone dear… Just imagining the scene makes my chest tighten.
It’s a song by the rock duo LOVE PSYCHEDELICO, also very popular overseas, released as their third single in 2000.
The track is characterized by its understated sound, with the resonant tones of an acoustic guitar.
Beneath that cool sonic image, you can sense emotions bubbling up and flickering in and out of view.
It makes you wonder what happened between the two people in the song.
OverMr.Children

A masterpiece that portrays the ache and renewal of a bittersweet love.
Featured on the album “Atomic Heart,” this song delicately expresses the sorrow of heartbreak.
Even within its sentimentality, the chorus lyrics look forward, symbolizing a resolve to move past the pain.
Mr.Children’s profound lyrics and wistful melody deeply resonate with listeners who have experienced the sting of lost love.
It’s recommended for moments when you want to reflect on a painful relationship or need the courage to move on.
Sayonara ColorSUPER BUTTER DOG

“Sayonara COLOR,” a classic by SUPER BUTTER DOG, the beloved band that, though sadly missed, has disbanded.
With Takashi Nagazumi’s bittersweet yet beautiful melody, it’s a wonderful song that sings of a faint hope leading from an ending to the next beginning.
Its lyrics, which emphasize the importance of taking the next step instead of being buried in the pain of loss, gently support wounded listeners and convey a tender strength that quietly shares its power.
Why not let yourself be soothed by its organic, warm groove?
I wonder if I’d still say it’s too late.Saucy Dog

Here’s a tear-jerking song from the three-piece rock band Saucy Dog: “Imasara datte boku wa iu kana” (“Even Now, Would I Still Say It?”).
It’s a recommended weeper for anyone whose story ended differently from the ending the two of you had wished for due to various circumstances.
Even just hearing the intro overflows with poignancy, but what you should really focus on are the lyrics.
Told from a male perspective who still can’t let go, the song sings of an eternal promise that went unfulfilled.
Breaking up because you’ve grown to hate each other is hard, but parting ways when that isn’t the case is even harder, isn’t it? If you had to separate in that way, the lyrics may hit so hard that they completely break your tear ducts.
smokeSaucy Dog

This song by Saucy Dog, who have created numerous love songs up to now, is a lingering-love song told from a male perspective.
While it features the driving feel typical of a guitar rock band and a refreshingly exhilarating chorus that makes you want to throw your fist in the air, the lyrics themselves are incredibly heartrending.
It describes being dumped by a girlfriend whose feelings have gone cold, in harsh words that really cut deep.
If you empathize with the protagonist of the lyrics, your emotions get so shaken that you won’t even know what to do.



