[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 (61–70)
You look like an idiot.Saucy Dog

A track by Saucy Dog that stands out for its sweet yet bittersweet vocals and lyrics that resonate deeply.
It portrays the pain of heartbreak, lingering attachment to a former lover, and the struggle of not being able to express one’s feelings well.
Released in August 2024 as the theme song for ABEMA’s popular dating reality show “Don’t Be Fooled by Me and the Wolf-kun.” Recommended for those who can relate to the frustrating feeling of being unable to accept the end of a romance.
Listening to this song—crying your heart out or reflecting on past love—might just give you the courage to take a new step forward.
I love you. ~100 Regrets~Sonar Pocket

A heartbreak song brimming with lingering feelings from a male perspective.
Its lack of pretense makes it deeply relatable and tear-jerking.
If you’re in a relationship now, it might make you think twice and cherish your partner so you won’t have regrets.
It’s a song that helps you recognize your current happiness, and for those who’ve gone through a breakup, it’s incredibly relatable and moving.
Goodbye to youTiara

It’s sung from both a male and a female perspective, so I think anyone who listens can relate.
It’s a song that makes you feel it’s okay to be your uncool self—the kind of person who can’t forget even though you want to, and who wants to look forward but just can’t quite do it.
For those who have had their hearts broken by someone they love deeplyerica

This is a heartbreak song that expresses the joy of being in love and the pain of parting—the bittersweet feelings that accompany romance.
Erica’s clear, transparent voice resonates deeply in the heart.
Included on the mini-album “Kokuhaku 100 Kajō” released in September 2017, this track comes highly recommended for anyone carrying the pain of a breakup or trying to overcome a farewell with someone precious.
Listening to this song may give you the courage to look forward, reminding you that even painful experiences can help you grow.
Day of Tearslecca

Having your heart broken is incredibly, incredibly painful.
But even so, morning still comes, and you still have to go to work.
No matter how hard it is, you can’t cry forever, right? Here are some recommended breakup songs that give you courage and help you stay positive.
let gom-flo

I heard this at a club and fell in love with it at first listen.
It’s a breakup song, but the vocals and melody are so good that I was completely drawn in.
I think it’s a stylish breakup song.
It also portrays the pain and regret of heartbreak, so I recommend it to anyone who wants to immerse themselves in those feelings.
Night Sky (feat. Haji→)miwa

A heartbreaking song with lyrics about a lost love you just can’t forget—about how there’s no one but you—that will make you cry.
It mirrors the feelings I had when I got my heart broken, so listening to it really brings me to tears.
I regret wondering why I fell in love, but more than anything, the feeling of gratitude—because I was happy after all—comes through.
It conveys the honest feelings of a girl so clearly.



