[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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[Tearjerker] Songs so heartrending and sad they make your chest tighten (181–190)
#302Hirai Ken
The song chosen as the theme for TBS’s Friday drama “4-Minute Marigold,” which centers on a searing, all-consuming love, is Ken Hirai’s 46th single, “#302,” released in 2019.
It’s a love ballad, arranged primarily with acoustic guitar, that matches the drama’s tone.
The lyrics portray “me” staying close to “you” after a heartbreak, and combined with Hirai’s vocals, they evoke an achingly bittersweet feeling.
[Tearjerkers] Songs so heartrending and sad they make your chest tighten (191–200)
The Summer of Goodbye ~From Up on Poppy Hill~Teshima Aoi
A song with a poignant melody in a triple meter and Aoi Teshima’s beautiful voice—truly unforgettable.
Studio Ghibli films have many masterpieces, but this one in particular vividly conjures the scenes of the story and leaves a deep impression.
The arrangement is wonderful as well.
I’m home.Teshima Aoi
This song by Aoi Teshima, known for her signature tracks “Teru’s Song” and “Letter to Tomorrow,” was chosen as the theme for the drama “Heaven and Hell: Two Psychos.” Her greatest charm—her calm, breathy voice—alone can stir a poignant ache in your heart as you listen.
Looking closer at the lyrics, they depict through vivid scenes how a beloved person has suddenly disappeared from the room they once shared, making it feel all the more real and striking.
If you’ve been through something similar and are feeling fragile, this is a song I truly hope you’ll hear.
You’ll likely find many moments that resonate, and the tears will come naturally.
Why did I end up falling in love with you?Tōhōshinki
This is the eighth single released by Tohoshinki in 2008.
As the straightforward title suggests, it sings about the feelings of seeing an ex-lover get married.
Even if you were very happy while you were together, those memories can become painful after a breakup—it’s something that happens.
Heartache takes time to heal, but it’s something we’d like to cherish as a good memory in the end.
I miss youHayashibe Satoshi
Tomofumi Hayashibe, who made his debut thanks to an audition show, released his first single “Aitai.” It’s a ballad that expresses feelings for a precious person one can no longer meet.
Since the specific situation isn’t clearly stated, it’s a song that’s easy to relate to your own experiences.
Also pay attention to his conversational singing style and high-tone voice.
The sound itself is soothing.
And if you like it, there are multiple versions available, so try comparing them.
things that have formShibasaki Kou
It was used as the theme song for the drama “Crying Out Love, in the Center of the World” and became a huge hit.
It captures the world of the drama and beautifully sings of the feelings of the protagonist and the heroine.
Why is pure love so heartrending? It was released in 2004 as Kou Shibasaki’s fourth single.
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.