RAG MusicHeartbreak Songs
A wonderful heartbreak song

[Perfect for Autumn] Heartbreak songs that resonate with bittersweet feelings

Has anyone gone through a breakup now that autumn has arrived?

There are all kinds of heartbreaks—like the end of a blazing “summer fling,” or unrequited love that never came true after longing for so long.

Unlike summer, with its many fun events and liberating mood, autumn has a calmer atmosphere that can feel a bit lonely.

If you experience a breakup in such a season, you might feel even more wistful and sentimental than usual.

In this article, I’ll introduce heartbreak songs that perfectly match the autumn vibe.

They’re all gentle tracks that will stay close to your heart, so take your time and listen.

[Perfect for Autumn] Heartbreak Songs That Embrace Your Bittersweet Feelings (31–40)

It’ll get stained.Chatto Monchī

Chatmonchy “I’ll Be Dyed” Music Video
It'll get stained.Chatto Monchī

If you’re looking to indulge in a slightly sentimental mood on a chilly autumn night, I recommend a wistful mid-tempo number from Chatmonchy.

Released in November 2008, this song poignantly conveys the loneliness of city nights and the tender ache of stretching yourself to do something unfamiliar.

The gradient of a heart that has lost something precious and is slowly dyed a different color seems to resonate in your chest, carried by Eriko Hashimoto’s aching vocals.

This was the band’s ninth single and marked their first entry into the Oricon Top 10.

It was also used as the theme song for the drama “Tonsura” and included on the classic album “Kokuhaku” (Confession).

Sing it earnestly at karaoke, and memories of your youth might just come flooding back.

When the magic wears offSaucy Dog

Saucy Dog “When the Magic Wears Off” Music Video
When the magic wears offSaucy Dog

On those increasingly chilly, long autumn nights, Saucy Dog’s love songs gently nestle up to your heart.

It’s a slightly bittersweet mid-tempo number that makes you look back on days spent with a beloved partner.

Everyday scenes—like songs sung in the car or late-night conversations—link with the listener’s own memories and may just make your chest tighten unexpectedly.

This track is included on the mini-album “But Really,” released in July 2023.

It’s a self-cover of a song originally provided in October 2021 to voice actor Gakuto Kajiwara, now imbued with the warmth unique to a full band sound.

It’s a perfect song to sing tenderly and with feeling when you want to sink into a sentimental mood.

rendezvousshaitoopu

A languid, sweet vocal that seeps into the heart—this track is perfect for long autumn nights.

Created by Shytopes, a three-piece rock band from Kyoto, it paints a romantic picture of the heartache of a breakup.

The image of the protagonist dashing out into the rain despite knowing they’ll never meet again is truly wrenching.

Lyrics that sing of the void left in everyday life by a lover’s absence resonate with the reflective air of autumn.

Upon its release in April 2023, the song spread rapidly across social media, surpassing 100 million streams by November of the same year.

It was later included on the album “Hors d’oeuvre.” At karaoke, why not let your emotions ride the bittersweet melody and deliver it with a gentle, soulful touch?

MissingKubota Toshinobu

Toshinobu Kubota – Missing [Official Video]
MissingKubota Toshinobu

This is a gem of a ballad by Toshinobu Kubota, known for his uniquely groovy style, perfect for an autumn night.

It poignantly conveys, with a soulful voice, the helpless love between a man and a woman who care deeply for each other yet can never be together.

The struggle of wanting to forget but being unable to, and the regret of wishing they had met earlier, really hits home.

The song was included on his debut album, “SHAKE IT PARADISE,” released in September 1986, and was used as an ending theme for shows like World Pro Wrestling.

Though it wasn’t released as a single, it remains one of his most beloved signature songs.

It feels like a gentle companion to the quiet loneliness that follows the bustle of summer.

Ctrl ZChroNoiR

【MV】Ctrl Z / ChroNoiR
Ctrl ZChroNoiR

The piece Ctrl Z by the popular VTuber unit ChroNoiR centers on the theme of longing for a lost love.

Released in November 2024, the track features a melodic soundscape highlighted by beautiful piano and string tones.

Kuzuha and Kanae’s vocals intertwine to captivate listeners.

The lyrics convey a powerful desire to “do it over,” resonating with those who carry regrets.

It’s also included on the mini-album Promise, released in December.

[Perfect for Autumn] Breakup Songs That Soothe a Heart in Pain (41–50)

End of autumnneguse.

Autumn tends to make us sentimental no matter what we’re doing, and this song that seems to accelerate that feeling is “Aki no Owari” by the four-piece rock band Neguse.

The lyrics, which swell with a bittersweet ache, recall feelings for someone you once loved—regret, happy memories, and everything in between.

Many people likely feel this way when they think back on a former lover.

If you’ve experienced heartbreak, you can’t help but relate; as the title suggests, it’s a perfect love song for autumn.

Signs of autumnofukōsu

Off Course, the band that gained popularity with singer-songwriter Kazumasa Oda at its center.

Their 11th single, “Aki no Keihai” (“Signs of Autumn”), opens with acoustic guitar and strings that evoke a sentimental autumn mood.

The lyrics, which depict the resolve to part ways with a lover, mirror the ever-changing autumn sky and are likely to stir a sense of poignancy.

It’s a heart-wrenching number, graced by a transparent high tenor voice and beautiful choral work.