[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 sorrowful they make your chest tighten (161–170)
Hyperventilation LoveTonbokōpu

Tonbocorp is a four-piece rock band whose genre-defying sound has been generating buzz, especially on social media.
Their song ‘Kokyūai’ (‘Hyperventilating Love’) from their first mini-album ‘Uka’ (‘Eclosion’) was selected as the opening theme for the TV drama ‘Yawao to Katako’.
The lyrics evoke the image of someone regretting an irrevocable relationship yet drawing a line and trying to move forward, making your chest tighten with that unrequited feeling.
It’s a lyrical rock tune whose poppy, light-footed melodies and ensemble only heighten the sense of melancholy.
Blueberry Nightsmakaroni enpitsu

The bittersweet breakup song “Blueberry Nights” was apparently written by Hattori, the vocalist of Macaroni Enpitsu, with his ex-girlfriend in mind.
It portrays a woman who can’t give up on him, wavering between her love and the resolve to move on.
It’s incredibly painful when, at the moment of parting, one person has no feelings left while the other still holds deep affection.
For those who are carrying the weight of such a sad breakup, listening to this song might help them feel a bit more positive—thinking, “There are others suffering like this too; I’m not alone!”
the absolute worstMarushii

After breaking up with a partner, some people may find themselves overwhelmed by a complicated mix of emotions.
A song that might give voice to those feelings is “Saitei Saiaku” (“The Absolute Worst”).
It’s a track released by the three-piece rock band, Marcy.
The lyrics express both intense anger toward an ex and the waves of sadness that well up from time to time.
It’s a piece where ineffable emotions feel captured within the music itself.
That said, it has a driving, fast-paced feel, so it’s also a great pick when you want to lift your spirits.
To tell you the truth,yangusukinii

Have you ever found yourself unable to be honest with someone you like, acting distant on purpose or making snide remarks? Young Skinny’s “Hontō wa ne,” portrays the feelings of a girl who loves someone deeply but is too shy to show it, so she ends up acting anything but cute.
Coupled with vocalist Kayu’s effortlessly relaxed delivery, the song has won many fans who say they “can’t help but relate” and that its tsundere vibe is irresistible.
If you’re unsure how to act around someone you like, listening to it might just make you feel like being honest after all.
powder snowRemioromen

Although some time has passed since its release, this is still a hugely popular karaoke classic and a standout ballad.
It’s a massive hit by Remioromen, a three-piece rock band from Yamanashi Prefecture, released in 2005 as their eighth single.
After being featured as an insert song in the drama “1 Litre of Tears,” it reached a wide audience.
Above all, the chorus is searingly passionate—the vocals cut deep, as if laying bare every feeling in the heart.
It’s a quintessentially bittersweet song that you’ll want to listen to in winter.
C.O.S.M.O.S. ~Cosmos (Autumn Cherry Blossoms)~Sandaime Jē Sōru Burazāzu fromu Eguzairu Toraibu

It was released in 2014 as the 14th single by Sandaime J Soul Brothers from EXILE TRIBE.
The song was used in a commercial for Samantha Tiara & Samantha Thavasa’s “Samantha Tiara Jewelry,” and it portrays the bittersweet feelings of two people who have fallen into a forbidden love.
The sultry, sexy choreography is also a highlight.
makeupNakajima Miyuki

This is a song about a woman’s feelings as she breaks up because her partner has fallen for someone new.
When they meet one last time, she wants to wear makeup—something she doesn’t usually do—to look beautiful, which is heartbreakingly poignant.
The song also conveys how, in that moment, she realizes anew that she truly loved him.



