[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] Timeless and Popular Tracks to Heal a Wounded Heart (41–50)
loveOku Hanako

It’s a song about a girl who’s shocked after seeing the person she likes with his girlfriend… it’s very heartrending.
A love that won’t come true, no matter how deeply you feel.
Even if you keep asking yourself, “Why am I not good enough?” you can’t find an answer.
I really want people who had their hearts broken before they could give their Valentine’s chocolates to listen to this.
Until the day I can no longer rememberback number

I think the “heartbreak period” is exactly what the song’s title, “Until the Day I Can No Longer Remember,” refers to.
As long as you can’t help remembering, all sorts of things will race through your mind—you’ll laugh at the happy memories, and the painful ones and your regrets will bring the sadness back again.
Repeating that cycle, your wounds gradually heal with the passage of time.
But even if you could forget everything, would that really be a good thing? The hazy emotions after a breakup are expressed just as they are.
I want to forget.wacci

This is a song by wacci that portrays the bittersweet feelings of being unable to let go of a former lover, no matter how much you want to move on.
It delicately expresses the emotional turmoil of wishing to erase memories of an ex, yet seeing traces of the past even in new encounters.
Released exclusively via digital distribution on July 17, 2024, this work is a highly relatable heartbreak song that speaks to those who, despite trying to enter a new relationship, find themselves held back by lingering feelings and the frustration of not being able to move forward.
SSWKoresawa

This is a heartwarming song by Koresawa that transforms the lingering feelings and memories of heartbreak into a positive outlook.
While reflecting on past love, it conveys the strength to move forward by drawing on the experiences gained from it.
Included on the album “Korekara,” released in August 2017, the song was also used as the opening theme for tvk’s music program “Mutoma 2.” It’s a track that gently heals the heart, offering words of encouragement and standing by those who have gone through painful breakups and are finding it hard to move on.
To you who didn’t choose meKoresawa

This is a quintessential Koresawa number that poppily portrays the pain of heartbreak, lingering feelings, and wishes for the other person.
Released in February 2025 as the lead track from the album “To the You Who Chose Me, and the You Who Didn’t.” It features a catchy melody and lyrics that express the emotions of a breakup in a straightforward yet cute way.
The positivity and strength hidden beneath the sadness create a song that resonates with listeners.
It will be your ally when you’re trying to move on from heartbreak!
pinkshaitoopu

This song could be considered a quintessential heart-wrenching breakup ballad.
The delicate vocals seep into your heart.
It carefully portrays the complex emotions of a woman who realizes her lover’s betrayal yet still can’t forget them.
The lyrics convey a longing to cling to happy memories of the past.
Released in February 2023, the track’s lyrics are also compelling for their sense of urban loneliness, with scenes like looking down over the city from a rooftop.
It’s a song that offers comfort to those bearing the pain of heartbreak or who have experienced losing someone dear.
It’s especially recommended for listening alone at night.
But,Takase Tōya & Ren

A heart-stirring song delicately portraying the pain of parting and lingering feelings, crafted by Toya Takase and Ren.
It carefully expresses deep love for the other person and the inner conflict of being unable to accept the breakup.
Telling yourself “I’ll be okay tomorrow,” yet the lingering scent of perfume in the room brings back memories—capturing emotions that anyone who has experienced heartbreak can relate to.
Featured on the December 2023 album “Ai-Do,” the track blends J-pop with electronic elements, offering a memorable sound that gently encourages you to take a step forward even while carrying the pain of a broken heart.



