[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 (11–20)
The scent of first loveFujihara Sakura
Sakura Fujiwara’s song is a poignant piece themed around first love and the bittersweet feelings it brings.
While recalling moments spent on quiet nights and under the glow of snow, it looks back on both the happiness and the pain that the romance brought.
Released in May 2024, the work was created in collaboration with a short animated film that marks the directorial debut of up-and-coming animator Maho Takagi.
It’s recommended for anyone who has experienced heartbreak or wants to revisit past love and sink into a tender melancholy.
Accompanied by Fujiwara’s gentle vocals, the soothing tones will surely bring comfort to listeners’ hearts.
I LOVE YOUkurisu haato
A heart-stirring ballad that poignantly sings of a love growing cold.
Released in February 2014 as Chris Hart’s first original single, the song is known as the theme for the ACE JTB TV commercial.
While cherishing the happy memories with a lover, it vividly portrays the emotional turmoil of drifting apart.
Though American-born, Hart masterfully conveys the delicate nuances of Japanese and delivers a warm vocal that resonates deeply with listeners.
Scenes of memories unfolding with the changing seasons—like springtime cherry-blossom viewing and winter kisses indoors—further heighten the ache of heartbreak.
It’s a song that gently supports those who have lost someone precious or who are seeking closure.
Shout BabyRyokushokushakai
Known as one of Ryokuoushoku Shakai’s signature songs, this track captivates with an exhilarating, up-tempo band sound.
Its memorable phrases—where synthesizer and guitar intertwine—grab the listener’s heart and won’t let go.
Released in February 2020, the song drew wide attention as the ending theme for the second cour of Season 4 of the popular anime My Hero Academia.
The lyrics portray moving forward despite one’s weaknesses and inner conflicts, mirroring the growth of the anime’s characters and resonating with many.
It’s a perfect song for when you’re feeling down or need to fire yourself up.
Give it a listen—the lyrics, tinged with bittersweetness yet striving to face forward, are truly moving.
lovesicknessAimer
When you fall in love, you can’t help feeling, “I don’t know what the person I love is doing,” or “I don’t know how they feel about me,” and it makes your heart ache no matter how old you are, doesn’t it? As the title suggests, the theme of this song is ‘lovesickness.’ It’s really, really tough.
This is a support song for women going through that kind of time.
It tells you that the things you feel and experience during those painful moments are actually precious time for you.
How can you cherish the other person? How can you change yourself? I’m sure you’ll make some important discoveries!
phantom / illusion / vision / fantasyMy Hair is Bad
This song overflows with poignancy and sorrow.
It vividly depicts the pain of heartbreak and resonates deeply with listeners.
Released as a single by Universal Music in September 2017, it’s a track that strongly showcases the emotional side of My Hair is Bad.
The lyrics convey the feelings of a protagonist still hung up on a past relationship, shaping a song that could easily bring you to tears.
It’s a piece you’ll want to hear if you’ve experienced a breakup or a farewell with someone important.
With lyrics and a melody that seep into the heart, you’re sure to find something you can relate to.
moreaiko
It’s a song whose poignant lyrics and melody resonate with the heart.
Released in March 2016, it’s a track that aiko created to express earnest feelings in love.
It was also used as the theme song for the TBS drama “Please Love the Useless Me,” and its harmony with the drama’s world helped it reach even more people.
It’s recommended for those struggling with love or those who want to deepen their feelings for someone special.
Please give it a listen—you’ll surely find parts of its bittersweetness you can relate to.
[Tearjerkers] Songs so heartrending and sorrowful they make your chest tighten (21–30)
HeavenMrs. GREEN APPLE
A soul-stirring song performed by Mrs.
GREEN APPLE.
Released in May 2025 as their 17th single, it also serves as the theme song for the film “I Will Tell You the Truth,” starring Motoki Omori.
This piece lays bare both the purity inherent in humanity and the shadows that lie behind it, posing profound questions to the listener’s heart.
It begins with a hush reminiscent of a cathedral, unfolds dramatically like a story, and fades away as if vanishing into thin air—an arc that seems to mirror our very lives.
Its unpredictable turns are sure to capture anyone’s heart and move them to tears.
It’s a song that gently gives you a push when you want to face your own emotions.