[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)
I wonder if it will be sunny tomorrow.Kuwata Keisuke
The theme song chosen for the Fuji TV drama “Operation Love” (Proposal Daisakusen) is Keisuke Kuwata’s “Ashita Hareru Kana” (“Will It Be Sunny Tomorrow?”).
Released in 2016 as his ninth single, it topped the Oricon Singles Chart and won Single of the Year at the 22nd Japan Gold Disc Awards.
It’s a ballad marked by a simple piano accompaniment, with Kuwata’s touching vocals, and its lyrics—expressing the importance of believing in oneself—really hit home.
I want to take only you away just like this.DEEN
Released in 1993, this was DEEN’s debut single.
The composition was handled by hitmaker Tetsurō Oda, and it became a massive success.
You could say it was the first of DEEN’s bittersweet love songs.
Some listeners likely got hooked on the DEEN world after hearing this.
It richly conveys the emotional turmoil of a man who just can’t bring himself to take action.
[Tearjerker] Heart-wrenchingly bittersweet and sad songs (101–110)
Stop this nightJUJU
Released in 2010 as JUJU’s 15th single, this song was chosen as the theme for the drama “Guilty: Akuma to Keiyaku Shita Onna” (Guilty: The Woman Who Made a Pact with the Devil).
The lyrics convey a love so strong it’s almost painful.
Precisely because they cannot always be together, the woman’s bittersweet plea—to stop time in the “now” when they can be together—will move you to tears.
Good-bye daysYUI for Amaoto Kaoru
When it’s time to say goodbye, it makes you smile first and then sheds many tears afterward—that’s YUI for Kaoru Amane’s “Good-bye days.” Singer-songwriter YUI released it in 2006 as Kaoru Amane, the character she played in the film Midnight Sun.
The song was also used as the movie’s theme.
It’s a song about the joy of simple, everyday kindness, and the heartache of not being able to stay with that kindness for long.
Whether you’ve seen the film or simply listened to YUI’s clear, crystalline voice and the poignant story in the lyrics, you’ll surely be moved to tears by the unassuming kindness close at hand.
blinkback number
This is a song released by back number in 2017 as their 17th single.
It was used as the theme song for the film “The 8-Year Engagement.” The lyrics say that happiness isn’t about a string of dazzling moments, but about being able to gently reach out your hand when sadness befalls someone you love.
It’s a song that makes you think deeply about what “happiness” truly is.
usmilet
It sings about love that feels frustrating—wanting to express your feelings but being unable to.
The song is by milet, a singer known for hits like “Wonderland,” and it was released in 2019.
It was used as the theme song for the drama “Gisō Furin” (Deception/False Affair), so many of you may have heard it.
milet’s clear, soaring vocals shine over a grand sound infused with EDM elements.
It’s a poignant, heart-piercing track—one to savor slowly for its lyrical world and the meanings of its words.
I became someone else’s girlfriend.wacci
“A man sings a woman’s feelings?!”—that’s the buzz around ‘Betsu no Hito no Kanojo ni Natta yo’ (“I Became Someone Else’s Girlfriend”), a song by the five-piece band wacci.
Their music really feels close to everyday life, doesn’t it? Among their catalog, this track is an especially relatable love song.
It contrasts a past relationship where she could be her authentic self with her current, slightly more grown-up romance with a man she’s thinking about for the future—a relationship that makes her stretch a bit.
It’s a masterpiece portraying the conflict between the desire to move forward and the lingering feelings that pull her back.
It hits home for anyone who decided to break up even though they were still in love, believing they couldn’t stay together in the future.
