[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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[Tearjerkers] Songs so heartrending and sad they make your chest tighten (191–200)
I love you.Otsuka Ai
A single released in 2004 by singer-songwriter Ai Otsuka.
It’s a sweet yet heartrending love song that directly portrays a woman in love—one of the key reasons for Otsuka’s popularity.
It depicts emotions overflowing as she looks back on the small memories she’s built with someone precious.
The sound is striking: gentle in tempo, yet powerful, as if hurling her feelings forward.
The lyrics, expressed in straightforward, resolute words, resonate deeply.
Let’s count your kissesKoyanagi Yuki
Yuki Koyanagi is one of Japan’s most accomplished female vocalists.
Many female fans are surely captivated by her husky, powerful voice.
This track portrays the aching emotions of someone devastated, recalling kisses with a man she has since parted ways with.
Sea Roar TrainKozakura Maiko
A song by Maiko Kozakura that portrays a heartrending love.
Set on a train journey along the Sea of Japan, it skillfully expresses the feelings of a protagonist carrying the pain of heartbreak.
Even while putting on a brave face, they are consumed by regret, and their resolve to win back love once more is deeply moving.
Kozakura’s emotive vocals beautifully convey the complex mix of sorrow and hope.
The overlap between the beautiful scenery unfolding outside the window and the protagonist’s wavering heart is also striking.
It’s a song that comforts those who wish to heal from heartbreak or seize another chance at love.
OH MY LITTELE GIRLOzaki Yutaka
It’s a famous love song by the one and only Yutaka Ozaki.
It has been used as the theme song for various works, including the film Hot Road.
Ozaki’s powerful vocals and straightforward lyrics really strike a chord.
It’s a masterpiece I hope you’ll listen to while thinking of someone you love.
One more time, One more chanceYamazaki Masayoshi
This song portrays the ache of continuing to seek a lost love and the longing for another chance.
Masayoshi Yamazaki released it in January 1997, and it was used as the theme song for the film “The Moon and a Cabbage.” His refreshing voice appeals quietly yet powerfully.
In 2007, it was also chosen as the theme song for Makoto Shinkai’s animated film “5 Centimeters per Second,” winning new fans as well.
Gently enveloping the pain kept in one’s heart, this work evokes the hurt of heartbreak and feelings for someone dear.
Many listeners will feel a tightness in their chest and find tears flowing naturally.
It’s a recommended track when you want to find a touch of hope or healing amid sorrow.