[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart
Some of you may have had the experience of mustering up the courage to confess your feelings on Valentine’s Day, only to have them not reach the person and end up heartbroken.
Even though you gathered your courage, hoping to be with the one you love, it’s hard not to feel down and think, “I tried so hard…”
At times like these, why not listen to some heartbreak songs to help heal the hurt?
In this article, we’ll introduce a range of breakup songs—from timeless classics that portray sorrowful love to tearjerkers by trending artists.
Whether you want a song to cry your heart out to, one that captures the feeling of not being able to let go, or something that lifts you up, you’re sure to find the perfect track for you.
Be sure to check them out!
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- [2026] Japanese love ballads of tragic romance: classic masterpieces of sad love songs
- Classic and popular unrequited love breakup songs
- A winter heartbreak song. A love song that's just too heartrending.
- Breakup songs you’ll want to sing at karaoke. Heart-healing songs about parting ways.
- [Bittersweet] A Special Feature on Anime Breakup Songs [Sad]
- [Women Artists Only] Breakup Songs Recommended for Gen Z
- Masterpieces of bittersweet breakup songs. Recommended popular tracks.
- [Heartbreak Songs] A selection of poignant love songs that pierce the heart of those with unrequited love
- [Unrequited Love] Heart-wrenching Love Songs | A Roundup of Tear-Inducing Crush and Breakup Tracks
[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart (71–80)
That’s not fair…arekunn

This is a poignant love song about someone who never confessed their feelings and ended up heartbroken.
Arekun’s gentle voice and the melody that sinks into the heart further elevate the song’s bittersweet emotion.
It became available for streaming in August 2021 and was included on the album “Kokyū” released in September of the same year.
It was also chosen as the ending theme for TV Asahi’s music program “BREAKOUT,” drawing considerable attention.
Packed with lyrics that resonate with anyone who has felt the pain of unrequited love, this track is recommended for times when you want to heal the sting of heartbreak or sort out your feelings.
You let me do as I please, and yet…arekunn

It takes courage to tell someone special how you feel on Valentine’s Day, doesn’t it? If you confessed but it didn’t go well, the song I’d like you to listen to on a night when your feelings overflow is “Suki ni Saseta Kuse ni.” It was released in 2020 by Arekun, who rose to prominence on social media like TikTok, and its lyrics depicting the heartbreak of unrequited love resonated with many.
Listening to his voice, which stays close to those undelivered feelings and emotions with nowhere to go, can make you feel like you’re not alone.
Maplesupittsu

I think it’s a timeless masterpiece.
You can really feel the man’s lingering feelings, yet it never feels heavy—and it’s a song that brings you to tears.
The vocalist’s voice is incredibly clear, beautiful, and unforgettable.
I think it’s a song loved by people of all ages.
It’s the kind of song that makes you remember a past heartbreak and cry before going to sleep.
playing loversmakaroni enpitsu

A bittersweet breakup song from Macaroni Empitsu.
It portrays a fleeting relationship between two people who act like lovers even though they aren’t.
The regret of failing to express love, and the lingering wish for just one more chance, resonate deeply with listeners.
Released in February 2020, the track drew attention as the campaign song for Honda and a commercial song for Spotify.
It’s perfect for those struggling with love or seeking to heal the pain of heartbreak.
You might find it nice to look back on a past romance while listening to this song.
SomedayKōda Kumi

It’s a breakup song that lets you look back on everything that happened while still keeping your eyes forward—a song that makes you feel positive.
Although they’ve parted, the two still care for each other, and the song is about believing they’ll meet again someday.
I think listening to it when you’re all cried out will help your feelings turn toward the light!
merry-go-roundYuuri

This is a heartbreak song sung by the singer-songwriter Yuuri, written specifically as the theme song for the animated feature film “Lonely Castle in the Mirror.” The lyrics, which convey the painful feelings of thinking about a loved one you can no longer meet while carrying the regret of not having expressed your true feelings, are truly heart-wrenching.
The memorable melody and phrases, as well as Yuuri’s voice filled with longing, also leave a strong impression.
Listening to this song—which so vividly communicates the pain of parting without confessing your feelings—might spark a desire not to have regrets in love.
Last LoveKato Miria

Miliyah Kato’s 2010 single “Last Love” is a song that depicts the poignant scenes of a heartbreak.
Kato’s delicate lyrics and gentle melody resonate deep within the heart.
Intertwining the strength to move on after a breakup with lingering feelings for a loved one, the track will surely comfort those who experienced heartbreak on Valentine’s Day.
Healing the pain of loss and encouraging a positive first step forward, this song serves as an anthem for those facing the not-so-sweet realities that Valentine’s can bring.
Enjoy Miliyah Kato’s deeply expressive vocals, which are sure to resonate with everyone.



