[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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[So Moving It Brings You to Tears] Songs So Bittersweet and Sad They Make Your Chest Tighten (61–70)
Street Loveindigo la End

A heartrending love song, “Toori Koi,” that pours out the longing to meet a loved one once more—to be allowed to love again.
Their time together has ended, yet the love itself has no end; he keeps remembering her and his feelings only grow stronger.
It’s a song that anyone suffering from an unfulfilled love can surely relate to.
As suggested by the opening line about not wanting others to know, it may depict an affair or a secret relationship.
Even so, the lyrics—purely about loving someone and layering feelings upon feelings—are so moving they could bring you to tears.
let gom-flo loves YOSHIKA

A song whose poignant vocals and beautiful melody seep into the heart.
Released in 2004 with YOSHIKA featured, this m-flo track was used as an insert song for the drama “Antiquarian Bookshop Biblia’s Case Files” and became a long-running hit.
Centered on the courage to free oneself from a past love, its lyrics are sure to resonate with many.
Seamlessly blending YOSHIKA’s delicate voice with m-flo’s sophisticated sound, this track is perfect for times when you want to overcome the pain of heartbreak or need the courage to take a new step forward.
forgotten bloomGARNET CROW

This is GARNET CROW’s 17th single.
It was also used as the ending theme for the popular anime Detective Conan, and it fit the anime’s worldview well.
It’s memorable how it likens memories and unforgettable things to flowers blooming at your feet when you happen to look down.
GraduationMy Hair is Bad

This song vividly portrays the shifts in a couple’s relationship—from friends to lovers, from lovers back to friends, and finally to resolving an ambiguous bond so each can move on from where they are now.
The title “Graduation” can be seen as graduating from each other.
Even if you stay loosely connected as friends after breaking up, if one person has no feelings left, it only hurts.
It isn’t easy to bring your romantic feelings for someone you once loved deeply down to zero, but when you keep dragging things out, more often than not there’s no bright future waiting at the end.
evening primroseNovelbright

This song painfully, almost like a cry, belts out an unbreakable longing for an ex-lover.
It’s a track by the Osaka-based rock band Novelbright, released digitally in 2020.
From the very beginning, you can tell it’s a sad, tear-jerking song.
The sound seeps slowly into the depths of your chest, making you catch your breath.
And then there’s vocalist Yudai Takenaka’s voice… perhaps because of its husky quality, it feels like the world of the lyrics expands many times over.
If you’ve gone through a heartbreak and want to have a good cry, this is the song for you.
Because I fell in loveaimyon

Aimyon, a singer-songwriter who plays a leading role in the J-POP scene, is enjoying tremendous success.
Among her songs, this one—featured on her 2019 album “Shunkanteki Sixth Sense”—is especially poignant and heart-wrenching.
Unfolding in an acoustic guitar, singer-songwriter style, each word of the lyrics reaches our ears through her warm voice.
It portrays the feelings and perspectives that come with falling in love, and anyone currently in love will surely relate.
A Naked Heartaimyon

The ballad “Hadaka no Kokoro” portrays the feelings of a woman in unrequited love.
Released in 2020 as a single by Aimyon, it was used as the theme song for the drama “My Housekeeper Nagisa-san.” The lyrics, which express the frustration of love that doesn’t go smoothly yet the resolve to move forward toward a new romance, are both heartrending and warming—they can bring you to tears for both reasons.
It also gives you the comforting sense that you’re not alone.
Give it a listen when you need a good cry or some healing.



