[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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[Tearjerking] Songs so heartrending and sad they make your chest tighten (111–120)
Snow WhiteFlower

Shirayukihime (Snow White), released in 2013 as Flower’s sixth single, was chosen as the theme song for the NOT TV drama “We’re All Dead♪.” It’s a love ballad inspired by the world of the fairy tale Snow White.
The song conveys the poignant feelings of a woman who thinks, “If only you’d just say you hate me, it would be easier.”
[Tearjerker] Songs so heartrending and sad they make your chest tighten (121–130)
Winter, againGLAY

GLAY’s 16th single, released in 1999.
That year, it won the Grand Prize at both the Japan Record Awards and the Japan Cable Radio Awards.
The rhythm, performance, and lyrics are all outstanding.
Although it’s a winter song, it’s one I recommend listening to all year round.
Love SongGO!GO!7188

The third single by GO!GO!7188, which gained popularity for its melodies with a Japanese flair and distinctive rock sound.
Chosen as the theme song for AX MUSIC-FACTORY’s AX POWER PLAY #005, this track features a simple yet richly textured arrangement that leaves a strong impression.
The lyrics convey an unwavering feeling even if the other person doesn’t turn your way, and a sense of the dazzling presence they hold—suggesting a kind of human love that goes beyond romance.
It’s a recommended song for times when you want to feel your feelings for someone more intensely or share a touch of heartbreak.
366 daysHY

This is a famous song by HY included on their 2008 album “HeartY.” It also became a hit as the theme song for “Akai Ito,” which was adapted into both a drama and a film.
The title “366 Days” carries the meaning “I love you so much that 365 days aren’t enough,” and the lyrics and vocals, which poignantly convey emotions too great to contain, are truly heart-wrenching.
NAOHY

NAO is an intensely heartrending, gut-wrenching song by Izumi Nakasone of HY—who has written numerous heartbreak songs—and it was included on their 2006 album “Confidence.” The track’s calm, gentle atmosphere is strikingly complemented by Nakasone’s clear, beautiful vocals that resonate throughout.
The lyrics portray the feelings of a woman with unrequited love, while the person she cares for has his heart set on someone else.
That unstoppable one-sided love—something many of us have experienced—feels profoundly bittersweet.
I think the lyrics are ones anyone can relate to, so please take your time and listen closely.
Song for…HY

This is a song included on HY’s third album, released in 2004 after their indie debut.
It reached No.
1 on the Oricon weekly album chart, but it was never released as a single.
The lyrics portray an uncontrollable longing to see someone—yet being unable to—which makes it deeply heartrending.
It has garnered strong support from many women.
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.



