[Bittersweet] A Special Feature on Anime Breakup Songs [Sad]

Long kiss Good ByeHALCALI

Long Kiss Good Bye [LIVE] – HALCALI Sub español

Everyone has honest feelings they want to say but can’t, right? This is a song by the female duo HALCALI, released in 2008 as their 12th single.

It was used as an ending theme for the anime Naruto Shippuden.

The lyrics are light yet bittersweet, reflecting emotions that young listeners will surely relate to, giving it a real sense of authenticity.

You don’t want to be apart no matter what, yet for some reason you can’t find the courage to ask them to stay… The more you listen closely, the more it becomes an anime song that makes your heart ache.

One more time, One more chanceMasayoshi Yamazaki

Masayoshi Yamazaki – “One more time, One more chance” MUSIC VIDEO [4K Quality]

A breakup song from the Japanese music scene—one of the classics.

It’s a track by singer-songwriter Masayoshi Yamazaki, released in 1997 as his fourth single.

Chosen as the theme song for the film “The Moon and a Cabbage,” in which Yamazaki himself starred, it became a hit.

Then in 2007, it was used as the theme song for the animated film “5 Centimeters per Second.” The lyrics capture the aching feeling of searching for a precious “you,” even though you know they’re no longer there—truly moving.

It’s a song I hope will be sung for generations to come.

youHealing Moon

[When They Cry] ~you / Vocal~ [Yuduki Ver.]

It was used as the ending theme for the anime Higurashi no Naku Koro ni Kaku: Outbreak.

Yuzuki’s clear, high vocals are so beautiful and truly resonate with the heart.

The slow, gentle melody pairs with the wistful, fragile lyrics and brings tears to your eyes.

monologueOmoinotake

Omoinotake | Soliloquy [Official Music Video]

Haven’t many of us experienced drifting apart because we couldn’t share our true feelings with someone important? Released in April 2025, this work by Omoinotake—whose roots lie in Black music—is an emotional ballad that sings of that very frustration and sense of loss.

It captures a heart-wrenching realization: words only gain meaning when there’s someone to receive them.

You may find yourself overlaying your own experiences onto the protagonist’s regret—if only I had noticed the hidden truth back then.

This song served as the ending theme for the second cour of season 2 of the TV anime The Apothecary Diaries.

While it gently accompanies the pain of heartbreak, it also leaves a faint glimmer of hope at the end.

single bedSharam Q

Sharam Q “Single Bed” (Music Video)

This heartbreak song is extremely well-known and hugely popular, but in fact it was used as the ending theme for the anime “D·N·A²: Aitsu no Daiji na Aitsu” (DNA² ~Aitsu no Daiji na Aitsu~).

The lyrics, which express a poignant male perspective on heartbreak, are very striking.

The Story You Don't Knowsupercell

The Story You Don’t Know – supercell

This is the song used as the ending theme for the anime Bakemonogatari.

It’s a track by the creator unit supercell, whose popularity took off through online activity, and it was released in 2009 as their debut single.

The vocals are by the singer Yanaginagi, known as the utaite Gazelle.

It’s a bittersweet breakup song that evokes memories of a summer night spent with someone special.

The lyrics convey the regret of not being honest, making you feel a tight pang in your chest.

Endless PoemYoko Hikasa

Yoko Hikasa “Endless Poem” MV Short Version

The grand, beautiful melody really sinks into your heart.

It’s sung by Yoko Hikasa, who’s also popular as a voice actress, and was released as her second single in 2013.

It was chosen as the theme song for the anime film “Hal,” which depicts a love story between a human and a robot.

The lyrics, infused with the film’s worldview, truly hit home.

So, after you watch the movie, be sure to listen to it again.

And if you’ve ever experienced an unforgettable love, you’ll surely relate.

You might find yourself crying before you know it.