A wonderful heartbreak song

[Heartbreak Songs] A selection of poignant love songs that pierce the heart of those with unrequited love

Accompanist / Piano Instructoryuri
Accompanist pianist × piano instructor × web writer. I began piano lessons at age four and, inspired by my piano teacher, decided to pursue music. I went on to specialized music programs in high school and university, where I discovered the appeal of accompanying instrumentalists and singers. Currently, alongside teaching piano, I work mainly in my home region of Aichi as an accompanist for flute, voice, choir, and more. Through lessons, my students often introduce me to trending songs, and my hobby is trying anything on the piano—Japanese and Western pop, commercial jingles, and beyond. Since 2021, I’ve also been active as a web writer, covering music and a variety of other genres.
Deputy Editor of RAG MUSICsasashina
Deputy Editor of RAG MUSIC. JFC-certified fact-checker. I’m Sasashina, a mom currently raising an elementary schooler and a preschooler. During my student years at Kyoto College of Science and Technology, I studied a wide range of fields including sound, lighting, and video technology, building a foundation in comprehensive stage production and creative expression. After graduation, I joined a music production company, where I still work, consistently building experience in production and engaging in a variety of music-centered tasks. Currently, I mainly handle articles for children, drawing on what I’ve learned about parenting and what I feel and discover through daily interactions with my kids. I hope my work can be of help to you, even in a small way!

A bittersweet crush that makes your chest tighten.

But have you ever had a moment when you suddenly realized that your feelings would never come true?

Like when the person you like asks you for love advice and your heartbreak is sealed, or when you and a friend fall for the same person and you can’t bring yourself to confess—things like that.

Unrequited love can end for many reasons besides confessing and being rejected.

In this article, we’ve gathered “unrequited love heartbreak songs” for those who can’t forget the one they love and feel pangs of regret whenever they remember.

May you find a song that gently stays by your aching heart.

[Heartbreak Songs] A selection of bittersweet love songs that pierce the hearts of the lovelorn (81–90)

even ifHirai Ken

Ken Hirai - even if

even ifHirai Ken

Ken Hirai’s timeless classic “even if” always brings me to the verge of tears whenever I listen to it.

Released as a single in 2000, it serves as the theme song for “Ken’s Bar,” his acoustic live series performed in a bar-style setting.

The song captures the reality of having a good rapport and an enjoyable connection, yet knowing the other person already has someone they like.

The opening lines are deeply relatable, highlighting the special and fragile nature of the moments you can spend together.

It’s heartbreaking how, overwhelmed by love, you want to confess your feelings but can’t—and how those unreturned emotions ache so deeply.

The final chorus, where raw feelings burst forth, is utterly tear-jerking.

It’s a bittersweet heartbreak song and a mature piece that gently accompanies all kinds of love.

Raise the rankinglower

Report a problem

Even if I become someone’s girlfriendUNFAIR RULE

UNFAIR RULE 'Even If I Become Someone's Girlfriend' Music Video

Even if I become someone's girlfriendUNFAIR RULE

This is a rock number by UNFAIR RULE, a rock band from Okayama, where lingering feelings for a finished romance collide with a brave front.

Set to a driving band sound, the raw words drawn from Tamaha Yamamoto’s real-life experiences pierce the heart.

Even in the complicated situation where the other person may already have a new partner, it portrays feelings that won’t fade and a core strength to keep walking on your own.

It was included as the first track on the EP “Hibi no Kakera,” released in November 2025.

For those who suffer through nights of an unrecoverable relationship, or who want to move on but just can’t, it will resonate painfully well.

Let yourself sink into the powerful yet heartrending vocals.

Raise the rankinglower

Report a problem

I’ll wait.amin

I’ll wait – Aming

I'll wait.amin

“Matsu Wa,” the classic hit by Aming released in 1982, is an unrequited-love song that has been covered by numerous artists and cherished across generations.

It portrays the heartrending feelings of waiting forever for someone you love, even though your love will never be returned.

Raise the rankinglower

Report a problem

aloneMayo Okamoto

Alone Miyo Okamoto

Alone Miyo Okamoto

A tear-jerking breakup song by Mayo Okamoto.

The lyrics are ones anyone can relate to, and the melody tugs at your tear ducts—everything embodies the sadness of heartbreak.

The opening music-box sound and the gentle tempo already make your tears start to flow.

Set in a time before cell phones, the conversations through a pay phone add depth to the poignancy.

It’s so sad you want to borrow someone’s shoulder, but not out of pity—being loved is a given.

It soothes a love that you want to give up on but just can’t let go.

Raise the rankinglower

Report a problem

First loveTowa

[Drum Cover] First Love / TOWA – Tried Drumming by Hiro [HILO]

First loveTowa

This is a bittersweet love song written and composed by DIA, who works as a creator.

It portrays someone gently tucking away a past love in their heart as they remember the time spent with the person they cared for and try to move forward.

Towa’s tender, soothing vocals wrap around you, offering comfort to anyone who’s been through a similar experience.

It’s a perfect song for when you’ve just gone through a breakup and need a good cry, or when you don’t want to forget but are ready to turn that love into a memory.

Raise the rankinglower

Report a problem

monologueOmoinotake

Omoinotake | Soliloquy [Official Music Video]

monologueOmoinotake

Haven’t many of us experienced drifting apart because we couldn’t share our true feelings with someone important? Released in April 2025, this work by Omoinotake—whose roots lie in Black music—is an emotional ballad that sings of that very frustration and sense of loss.

It captures a heart-wrenching realization: words only gain meaning when there’s someone to receive them.

You may find yourself overlaying your own experiences onto the protagonist’s regret—if only I had noticed the hidden truth back then.

This song served as the ending theme for the second cour of season 2 of the TV anime The Apothecary Diaries.

While it gently accompanies the pain of heartbreak, it also leaves a faint glimmer of hope at the end.

Raise the rankinglower

Report a problem

[Heartbreak Songs] A selection of bittersweet love songs that pierce the heart of the unrequited (91–100)

Song of the Eternal NightKami wa saikoro o furanai

God Does Not Play Dice “Yoru-Naga Uta” [Official Lyric Video]

Song of the Eternal NightKami wa saikoro o furanai

‘Yona Uta’ is a song that portrays the aching feeling of shedding tears whenever you recall an unforgettable love.

The melody alone can move you to tears, but the lyrics—expressing the longing to touch the person you love once more—are truly painful and heartrending.

There are many ways to interpret how the lovers part, so it will likely resonate with many people currently experiencing unrequited love.

Although it’s a heartbreak song because it suggests you can no longer meet the one you love, it’s also a track I recommend to anyone who can’t give up on their feelings.

Raise the rankinglower

Report a problem