Masterpieces of bittersweet breakup songs. Recommended popular tracks.

breakup songOkazaki Taiiku

Okazaki Taiiku “Heartbreak Song” Music Video

This song, which portrays the pain of heartbreak and the journey to recovery, gives voice to the feelings of a protagonist who has gone through a grand, firework-like breakup.

It poignantly lists the places filled with memories of time spent with a lover—movie theaters, amusement parks, aquariums—depicting how they “burn down” over time.

Yet the lyrics, laced with humor, also convey a resilient determination to look forward, encouraging oneself that there’s no use in dwelling on the past.

Embracing the listener’s heart while inspiring the courage to move on, this track shines with Okazaki Taiiku’s sharp observational eye and singular sensibility—a unique heartbreak song that doesn’t leave any time for somber reflection.

Pain

PAIN (ON THE ROAD 2011 “The Last Weekend”)

This song portrays someone looking back on the days spent with a loved one they’ve lost, carrying feelings of regret and heartache.

It was included on the 1984 album “DOWN BY THE MAINSTREET.” The piano-centered, sorrowful sound evokes the sense of pain gradually growing in the heart.

The slow tempo makes it easier to sing, so cherish the words of the lyrics and perform them calmly.

Since it’s a sad ballad, it’s recommended to be very mindful of how you convey emotion.

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Before GoodbyeAAA

AAA / "Before the Goodbye" Music Video

I want people who’ve had the experience of loving someone but having to break up to listen to this.

It’s up-tempo and the vocals are bright, so even though it’s a heartbreak song, you can listen to it with a light heart.

I think even couples who are happy right now will be reminded that happiness isn’t a given and think, “If there’s something to say, we should say it right away,” when they hear it.

If I Hadn’t Met You ~Summer Snow Winter Flower~Aimer

Aimer - Had I Not Met You ~Summer Snow, Winter Flower~

Many people have experienced the feeling that if they had made a different decision back then, their present might have turned out differently.

In this song, that sentiment intertwines with the theme of heartbreak.

Notably, it does not dwell on regretting the past; instead, it carries a forward-looking nuance that suggests people can grow through the experience of a broken heart.

May it be filled with kindnessJUJU

JUJU 'So That It Overflows with Kindness'

It’s a gentle song that expresses feelings and gratitude toward a lover who has gone away.

Rather than making you feel heartbroken, it’s a breakup song that transforms the pain of a broken heart into a gentle warmth.

It’s also great for karaoke and can get everyone excited, so it’s recommended for high school students.

tear(s)KANA-BOON

KANA-BOON “Namida” Music Video

Even if somewhere deep down I know there’s no going back, I still can’t let go.

It’s a song written from a male perspective, shedding tears while thinking of someone precious.

With straightforward lyrics that hit you right in the heart, it’s a KANA-BOON track that sings of a bittersweet yet honest heartbreak.

This song is also highly popular among fans.

I×USilent Siren

[Silent Siren] “I×U” Music Video (Short Ver.) [SILENT SIREN]

It’s a heartbreaking breakup song with a lonely melody that longs for a man she’s been separated from, and Suu’s sorrowful vocals that naturally bring tears to your eyes and make your chest tighten.

At the time, it was Silent Siren’s first winter-themed song, expressing the pain of a bittersweet breakup.