[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!
- Recommended breakup songs for high school students: classic and popular J-pop tracks
- [Valentine’s Song] A sweet, bittersweet love song to listen to while getting chocolates ready
- [Tear-Jerking Breakup Songs] A curated selection of love songs that gently comfort a wounded heart!
- [Today’s Heartbreak Song] A poignant love song that gently wraps your wounded heart
- [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 (31–40)
Happinessback number
Back number, with their exquisite love songs, really tightens the chest.
When a man’s voice sings a woman’s feelings, it seems to stir up a different kind of emotion.
It might be nice once in a while to quietly hold onto a devoted unrequited love that only wishes for a precious person’s happiness, and lose yourself in this song.
I think this track will sing those unspeakable, heartrending feelings on your behalf.
balladKetsumeishi
On a Valentine’s Day marked by a bittersweet heartbreak, Ketsumeishi’s song “Ballad” is there to gently stay by your side.
It is a track that mourns a love that has ended, quietly sketching the feelings within.
The subtle shifts of a heart that simply longs to see someone are expressed with calm restraint yet rich emotion.
As night after night passes without meeting, the lyrics linger on days that can never return, captivating many listeners.
Ketsumeishi’s signature approachable yet heartrending melody resonates in the chest.
When you’ve just gone through a breakup and it’s hard to look forward, this song will stay close to your feelings and slowly help you heal.
Bittersweetarashi
Arashi’s 42nd single depicts a love story that’s sweet and slightly bittersweet like a dessert.
Released in February 2014, it also drew attention as the theme song for the drama “Heartbroken Chocolatier,” starring Arashi member Jun Matsumoto, which began airing in January of the same year.
This tender, love-filled track sings of feelings for someone who can only be seen in dreams.
For those who have experienced heartbreak or are struggling to confess their feelings to someone special, its gentle, sweet vocals and lyrics will wrap your heart in comfort.
OverMr.Children
A Mr.Children masterpiece that gently wraps the pain of heartbreak: “Over.” As you revisit the moment of parting, your heart trembles with faint memories… In this way, the song perfectly synchronizes with the emotions of anyone nursing a broken heart.
Since their debut in 1993, they’ve stood by our hearts with countless hits, and “Over” is one of them.
Its lyrics portray a protagonist who looks back on a past love while feeling the sting of loss.
As hope and despair intersect, we realize that beyond the darkness overflowing with sorrow lies a new self.
It’s a masterpiece I wholeheartedly recommend not only to those who experienced heartbreak on Valentine’s Day, but to everyone carrying a past etched into their hearts.
More than friends, less than loversAsa
This is a song by ASA that heals the wounds of a broken heart.
It delicately portrays the complex emotions of a protagonist caught in a more-than-friends, less-than-lovers relationship.
The push and pull between possessiveness and self-loathing, and between love and friendship, resonates deeply with listeners.
Released in September 2022, the track drew attention for its theme that strongly connects with young people.
It’s a song that offers comfort to those struggling with ambiguous relationships or unable to move on from heartbreak.
Listening to it may give you a chance to face your own feelings.
[Valentine’s Heartbreak Songs] Timeless and Popular Tracks to Heal a Wounded Heart (41–50)
Even if I wish and wish…8utterfly
8utterfly’s “Negatte, Negattemo…” is a heartrending breakup song about realizing you still love someone every time you think you’re ready to give up.
The lyrics candidly portray a woman so fixated on the other person that she sees nothing else, to the point of a kind of self-delusion.
NAOHY
It’s a classic heartbreak song.
The timeless masterpiece ‘NAO’ stays close to a woman’s pain and offers comfort.
I’m sure many people have cried to this song.
Even when you know your feelings won’t reach the one you love, you still can’t give up—this is a song I especially recommend to anyone who’s experienced such a bittersweet love.