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A Tearful Farewell Song: A Love Song About Parting with Someone You Love

Even when you understand it in your head, an unexpected breakup with a partner is hard because your feelings can’t keep up.

Everyone has different reasons for breaking up, but I imagine most people feel the same way—“it hurts,” “I just want to cry.”

In this article, we’re picking out tear-jerking breakup songs from popular love songs.

Focusing on tracks that sing about lingering feelings of love, we’ll introduce breakup songs that stay close to your heart.

When you feel like crying, give them a listen.

Tear-Jerking Farewell Songs: Love Songs About Parting with Someone You Love (21–30)

366 daysHY

HY – “366 Days” Live Music Video
366 Days HY

HY’s “366 Days,” a quintessential heartbreak song, is a must-listen when you feel like crying.

Released on the 2008 album “HeartY,” it’s one of HY’s most popular tracks.

The piano melody in the intro alone brings tears to your eyes.

The lyrics capture the sorrow of loss and the ache in your chest that you come to understand only by loving someone wholeheartedly—anyone who’s experienced heartbreak will feel it deeply.

The chorus in particular, written as the singer recalls someone they truly loved, pierces the heart.

Let your feelings flow and have a good cry.

Instead of goodbyeJUJU

Sung about the moment of parting with a lover whose heart has drifted away, JUJU’s “Instead of Goodbye.” It’s the ultimate heartbreak song that pierces the hearts of those who’ve gone through a painful breakup, those who suspect their partner’s feelings have changed, and those who are about to face that moment.

JUJU’s beautiful high-tone voice further accentuates the poignancy of the song.

The more memories of happy moments you have, the deeper and greater the wound at the time of parting—what a bitter irony.

Don't appear.Divorce Legend

Divorce Densetsu – Don’t Appear (Official Music Video)
The divorce legend of not showing up

While lingering memories of sweet kisses and hugs remain, this song by Rikon Densetsu delicately portrays the complex emotions of a woman unsettled by her partner’s ambiguous behavior.

The lyrics, which wish “let’s never meet again” even as she still yearns for them, convey a poignant mix of lingering attachment and resolve.

The nostalgic, mellow sound and Ayumu Matsuda’s clear, translucent vocals further heighten the sense of wistfulness.

Released digitally in January 2024, the track was also performed at their solo show at Zepp Shinjuku, captivating the audience.

It’s a song that empathizes with those trying to put an end to a past romance and gives them the courage to take a new step forward.

Regretsumika

sumika / Regret [Music Video]
Regret sumika

A bittersweet love song by sumika that empathizes with the pain of heartbreak.

Within its refreshing guitar rock sound, lingering feelings and regrets toward a former lover seep through.

The delicate lyrics portray a deep affection—wishing to hear a lover’s voice and finding even the smallest gestures endearing—resonating powerfully with listeners.

First released in June 2014 as a live-venue-exclusive work on Dress farm #1, the track was later included on the mini-album I co Y in November of the same year.

It’s a heartwarming song that stays close to those suffering from heartbreak or anyone who has experienced parting with someone dear.

Cats and AllergiesMushroom Empire

Kinoko Teikoku – Cats and Allergies
Cats and the Allergy Mushroom Empire

This song delicately portrays the feelings of having to accept an inevitable farewell, even while still longing for a lover.

Accompanied by a heartrending vocal, the resolve to move forward while cherishing past memories resonates deeply.

It is the title track of Kinoko Teikoku’s album “Neko to Arerugī,” released in November 2015, a major-label debut that drew significant attention.

With its gentle arrangement incorporating piano and strings, the song signaled a new horizon for the band and has been embraced not only by fans but by many listeners.

It’s a piece I especially recommend to anyone who knows the ache of loving someone yet being unable to stay together.

fishback number

Back Number’s ninth single, “fish.” It conveys the sadness of a woman who was dumped by the man she loves but still can’t help loving him.

Even though she knows there’s no going back, she dresses in a way he would like… it’s heartbreaking.

I imagine there are many women who, even after being rejected, still can’t bring themselves to dislike their ex.

If you’re going through a tough time, give it a listen.

Unfit to be a loverKoresawa

Koresawa “Unqualified as a Lover” [Music Video]
Koisuru Hisshaku Koresawa

This song, ‘Koibito Shikkaku’ (Disqualified as a Lover), was created as an answer song to Koresawa’s smash hit ‘Tabako’ (Cigarette).

Its lyrics are written from the perspective of the man who leaves the room in ‘Tabako.’ Realizing they can no longer remain a couple, he walks away—not to blame her, but regretting that he made it hard for her to be honest and act naturally in front of him.