[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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- 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.
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- [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] Timeless and Popular Tracks to Heal a Wounded Heart (51–60)
Snow WhiteFlower

The ultimate soothing song to calm the flutter of your heart on Valentine’s Day is Flower’s “Shirayukihime.” Since its 2013 release, it has remained in many people’s hearts as one of their signature works.
Over a sound that fuses synth-pop and soul, a single-minded love gently and poignantly falls like snow.
The song paints a unique world that blends the pain and purity of unrequited love.
Like a star shining brightly beneath the lonely winter night sky, this track illuminates the listener’s heart.
The lyrics, infused with the feelings of a protagonist who keeps waiting for Snow White, are enough to bring many to tears.
To you who mustered your courage but weren’t rewarded, this song sends a heartwarming message.
AnswerHY

A ballad that could be called one of HY’s signature works, gently wrapping around a aching heart.
The lyrics portray the conflict and resolve of a woman who chooses to part ways, interwoven with Izumi Nakasone’s clear, transparent vocals that tighten the listener’s chest.
Included on the album “Whistle,” released in January 2010, this song debuted at No.
1 on the Oricon charts.
It’s a track that quietly pushes the backs of those trying to face forward despite the pain of heartbreak.
It will sit close to your heart and give you the courage to take a new step.
ex-boyfriendJuliet

It’s a song that gives hope to girls who have had their hearts broken: she couldn’t get over her ex and couldn’t forget him, but after getting a new boyfriend she was finally able to move on.
It’s heartwarming that she also wishes happiness for her ex, isn’t it? It reassures you that even if you break up with someone, happiness will come again, so you’ll be okay.
If it’s not youKG

It’s a song you can listen to from both a male and a female perspective.
Even though they’ve broken up, they just can’t forget and keep looking back on the memories.
It portrays that hard-to-let-go feeling so well, and I really related to it.
Since the melody isn’t too dark, I recommend it to those who feel like crying but still want to look forward.
[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart (61–70)
Current boyfriend, ex-boyfriendNatural radio station feat. Hiromi

This is a song I want girls to listen to when their feelings are swaying between their current boyfriend and their ex.
You know you’d be happier staying with your current boyfriend, but you just can’t forget your ex.
I’m sure many women have been through a love like that.
It’s not good to be indecisive, but if you’re struggling with those feelings right now, please give this a listen.
Sakura — I’m glad I got to meet you —RSP

This song is not just about the vocals—the music video is absolutely heartbreaking.
I especially want people who have lost a girlfriend or boyfriend to listen to it.
It’s truly heartrending but filled with love, and it makes you feel that the person loved this much must be so fortunate.
I think it’s also a masterpiece for those who’ve gone through a breakup; it slips right into your heart with a pain that feels almost physical.
See you againSEAMO

It’s a break-up song with lyrics about lingering feelings, but the up-tempo beat makes it sound cool.
It seems like it’d be great to sing at karaoke, too.
While expressing gratitude by saying “thank you,” it also honestly conveys lingering attachment and regret—one of those songs that really gets those feelings across.



