[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart

PretenderOfisharu Higedan Dism

Official HIGE DANDism – Pretender [Official Video]

The song I want you to listen to especially when a confession doesn’t work out or love isn’t going well is “Pretender.” It was released by Official HIGE DANDism in 2019 and was used as the theme song for the film The Confidence Man JP: Romance.

Not only does it have a melody everyone will want to hum, but its lyrics beautifully capture the emotions of heartbreak.

Even if things don’t work out with someone you once loved, the phrases that praise the other person can soothe the brokenhearted.

This song, which makes you feel that the chocolates and feelings you prepared for Valentine’s weren’t in vain, gives you the courage to look forward.

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mutō

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I can’t bring myself to hate (you/it).ren

Ren – Can't Bring Myself to Hate You (Music Video)

It’s a heartbreak song that portrays a bittersweet love.

It captures the pain of being unable to hate the person you love and the inner conflict of not letting go even after a breakup.

Ren’s clear, translucent vocals and the simple tone of an acoustic guitar evoke the lingering afterglow of a fragile romance.

Released in September 2021, this was his first original work.

It drew attention on social media and captured the hearts of many listeners.

It’s a song that gently stays close to those hurt by lost love or trying to move on from someone important.

Listening to this track will let you empathize with the pain of love that everyone experiences.

366 daysHY

Moka Kamishiraishi releases full version of her performance of HY’s “366 Days”; a must-see, deeply moving video that connects feelings for Minami Aso — Kirin Gogo no Kocha “I want to see you, I want to warm you. Another Story” edition

A fleeting heartbreak song that honestly sings about feelings for a man she just can’t forget.

It candidly expresses how she can’t forget his scent and gestures either, which might feel a bit heavy from a man’s perspective.

Still, many women will relate, and the melody is great, so I recommend it.

In loveHY

HY - “In Love” (Theme song for the film ‘366 Days’) Music Video

A gem of a love song that portrays looking forward after heartbreak.

It accepts the breakup with a former lover and expresses the growth that comes from that experience, set to a gentle melodic line.

It’s a memorable masterpiece marked by a positive spirit—being grateful for the encounter and cherishing the memories, even if the love was unfulfilled.

Included on the album “TIME,” this song was written as the theme for the film “366 Days,” released in January 2025.

Positioned as an answer song to “366 Days,” which sang of unrequited love, it completes the story of recovering from heartbreak.

A heartwarming ballad that resonates with those who have overcome the pain of a breakup or who hold dear the memories of a precious love.

I loved (it/you)erica

erica – “I Loved You” Full PV

In contrast to the cheerfulness of Valentine’s Day, the perfect song for immersing yourself in the pain of heartbreak is Erica’s “Daisuki Deshita” (“I Loved You So Much”).

This track delicately expresses deep love and sorrow, resonating with listeners’ hearts.

Rather than a clichéd tragedy, it centers on themes of gratitude and growth, conveying a strength that uses heartbreak as a springboard to move forward.

Erica’s fresh, clear vocals further enrich the song’s world, making it a piece that brings tears yet offers courage to anyone hoping to overcome a breakup.

In this season of farewells, listen to this song and let it help you take a new step forward.

Dried flowersYuuri

Yuuri “Dry Flower” Official Music Video (Short ver.)

A smash hit released digitally by singer-songwriter Yuuri in 2020.

With its emo vocals and lyrics, it’s a love song that leaves everyone aching and heart-tightened.

Positioned as the after-story to Yuuri’s “Kakurenbo,” this piece softly recounts a romance from a woman’s perspective.

It’s packed with indescribable feelings that anyone who’s experienced heartbreak or parting can relate to.

Yuuri’s vocals make the tears flow even more.

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So it wasn’t me, huh.riria.

riria. / So it wasn’t me. [Music Video]

This song, with its heartrending lyrics based on Riria’s real-life experiences, resonates with many people.

From the title alone, you can feel the pain of a girl confronted with the reality that the person she likes has someone else in their heart.

No matter how hard you try, some loves simply don’t come to fruition.

Continuing to have feelings for someone without knowing how they feel is truly painful.

Released in October 2021, the song garnered a huge response, especially among younger listeners.

It’s highly recommended for those who want to heal the pain of heartbreak or are struggling with their relationship with someone they like.

Listening to it might give you the courage to face your own feelings.