[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] Songs So Bittersweet and Sad They Make Your Chest Tighten (211–220)
I love youfumidō
A piano-driven band, Fuumido.
The heartrending love song they created is “Aishiteru” (“I Love You”).
The lyrics unfold like a story, in which a heartbroken man looks back on how he met his partner and the exchanges they had just before breaking up.
The first half features a simple, piano-centered sound, but in the second half it shifts into something intense, as if expressing a surge of emotion.
Listen while paying attention to how the story concludes.
Also, watching the music video together with the song will help you immerse yourself even more in its world.
I want to be kinder.Saito Kazuyoshi
Singer-songwriter Kazuyoshi Saito, who has released well-known classics such as “Aruite Kaerou” and “Utautai no Ballad,” is beloved by many.
His 39th single, “Yasashiku Naritai,” used as the theme song for the TV drama “I’m Mita, Your Housekeeper,” opens with an arrangement featuring a striking guitar riff that makes clever use of delay.
The lyrics, which convey a resolve to protect someone precious, evoke a complex mix of melancholy and tenderness.
It’s an emotional rock tune with a sentimental melody that tightens the chest.
half of meHirai Ken
Parting with someone precious can feel like losing half of yourself.
If you know that feeling, please give this a listen.
This work is by singer-songwriter Ken Hirai, known for many signature songs such as “Hitomi wo Tojite” and “Ooki na Furudokei,” and it was released in 2018 as his 45th single.
It was chosen as the theme song for the drama “Twilight Meteor Shower: Midlife Turn, Falling in Love” (Tasogare Ryuuseigun ~Jinsei Orikaeshi, Koi wo Shita~).
As it is a sequel to the song “even if,” be sure to listen to that one as well.
Goodbye, my beloved.Hana＊Hana
A signature song by Hana*Hana that portrays parting with a loved one.
Released in October 2000, it also drew attention as the theme song for the TV drama “Oyaji.” The background—said to be inspired by a member’s farewell to her grandfather—adds further depth to the piece.
Its lyrics, which gently embrace those who have experienced heartbreak or the loss of someone dear, and its clear, translucent vocals are memorable.
Even while holding back tears, the resolve to cherish a final smile is deeply moving.
Why not listen while thinking of someone important—whether a partner or family member—whom you can’t be with right now? Hearing this song may ease the ache in your heart just a little.
DOLLSJanne Da Arc
This is a rock ballad themed around bittersweet love, singing of the pain of parting and lingering attachment.
Released in May 2004 as Janne Da Arc’s 19th single, it debuted at No.
7 on the Oricon chart.
As the first of three consecutive weekly single releases celebrating the fifth anniversary of their major-label debut, it was issued as a limited-run Copy Control CD of 50,000 copies.
The song portrays the torment of being unable to accept a breakup and the act of looking back on past memories, and its powerful message is likely to resonate with many listeners.
It’s a sentimental number that offers comfort to those who have experienced the pain of heartbreak or parting with someone dear.
Song that Marks TimeLia
It’s the theme song of the 2008 anime CLANNAD AFTER STORY.
Written and composed by Jun Maeda and performed by the powerhouse duo with singer Lia, it was created by an unbeatable team.
The lyrics are so heartrending that they can bring you to tears just by reading them.
I recommend it even to those who aren’t CLANNAD fans.
In conclusion
We’ve introduced plenty of heart-wrenching, bittersweet, and sad songs.
Did you find a track that feels like it stays by your side during tough and painful times? There were songs from various perspectives—breakup songs, songs that look back on life, and songs that think of a cherished person you can no longer meet.
I hope that listening to the music we featured has helped ease your sadness, even just a little.