[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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- [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)
fireworksSandaime Jē Sōru Burazāzu fromu Eguzairu Toraibu

A song about a short-lived romance that everyone has experienced.
I once had a brief but intense summer fling myself, so it brings back memories and makes me cry a lot.
I think many students have had a love like this, so I want them to listen to it too.
[Valentine’s Heartbreak Songs] Timeless and Popular Tracks to Heal a Wounded Heart (51–60)
Before GoodbyeAAA

I want people who’ve had the experience of loving someone but having to break up to listen to this.
It’s up-tempo and the vocals are bright, so even though it’s a heartbreak song, you can listen to it with a light heart.
I think even couples who are happy right now will be reminded that happiness isn’t a given and think, “If there’s something to say, we should say it right away,” when they hear it.
never againBENI

It’s a stylish-sounding heartbreak song.
The lyrics are, of course, good, but the melody is even more wonderful—it makes you cry while you listen and helps you feel calm.
I think men can listen to it easily, too.
BENI has many male fans, so I recommend this song to men as well.
Fated OneEXILE

It was released in 2004 as a double A-side single with “Carry On.” The lyrics were written by vocalist ATSUSHI.
This is a bittersweet love song about feelings of love realized too late.
Even as each person walks their own path, it cherishes the emotions they hold now—a perfect track for unrequited love.
Real ValentineEXILE ATSUSHI

This is a heartbreak song that portrays a bittersweet love.
EXILE ATSUSHI’s emotive vocals vividly express lingering feelings and regret for a former lover.
The pain of realizing “we’ll never meet again,” and the wish of “if only I could go back to the past,” really hit home.
Released in June 2013 as the coupling track to EXILE’s single “Flower Song,” and later included on ATSUSHI’s solo album, this piece is recommended for moments when you want to heal a broken heart or reflect on memories with someone special.
Listening to this song might make you want to cherish the love you have now.
You’re no longer here.FUNKY MONKEY BABYS

A song that expresses a man’s honest feelings after being dumped by his girlfriend.
I like that it doesn’t try to be cool, and it’s very easy to listen to.
Because it has a good groove, the melody doesn’t sound gloomy, letting you revel in heartbreak with a brighter feel.
If you don’t like gloomy vibes, I recommend this one.
I just had a love sadder than anyone else’s.Flower

This song is truly heartbreaking! It makes you cry! It’s perfect for people going through unrequited love, being cheated on by a boyfriend, or finding out the person they like already has a girlfriend—those kinds of heartbreak.
It’s sad and painful, but I think it’s also a song that, in some way, looks forward and stays positive.



