RAG MusicHeartbreak Songs
A wonderful heartbreak song

[2026] Take the next step. Breakup songs sung by male Western artists

Heartbreak is a rite of passage that everyone experiences.

Yet in that moment, your chest throbs with pain and even taking a step forward can feel impossible.

In this article, we’ll introduce moving breakup songs by male artists—focusing on Western tracks released in recent years.

From bittersweet songs that sit with the tangled emotions right after a breakup to uplifting anthems that encourage your next step.

You’re sure to find a track that matches your feelings—one that lets you cry or feel encouraged alongside it.

Why not take this chance to start anew with Western breakup songs that resonate with your heart?

[2026] Take the next step. Breakup songs sung by male Western artists (31–40)

Let Her GoPassenger

Passenger | Let Her Go (Official Video)
Let Her GoPassenger

Let Her Go is sung by Passenger, a folk rock singer-songwriter from England.

The lyrics are about realizing the magnitude of what you had only after breaking up and losing her.

Say GoodbyeRyland James

For those who want to listen to a breakup song but only if it’s sung by someone with great vocals, Say Goodbye is highly recommended.

RYLAND JAMES’s impressive vocal technique amplifies the song’s sadness.

It’s a masterpiece that excels not only musically but also in its emotional resonance.

I’ll Be Missing YouPuff Daddy

I’ll Be Missing You – Puff Daddy & Faith Evans feat (112)
I'll Be Missing YouPuff Daddy

This is a song that American billionaire rapper Puff Daddy sang together with his late friend Notorious B.I.G.’s former wife, Faith Evans, in memory of him.

Even if you listen to it as a heartbreak song, it makes you feel hopeful and ready to look forward.

Treat You BetterShawn Mendes

Shawn Mendes is supported by listeners around the world for his straightforward expression.

Many of you may know him because he often collaborates with Camila Cabello.

“Treat You Better” is one of his signature songs.

Its direct melody, as if spitting out the feelings of heartbreak, leaves a strong impression.

Don’t Wanna CryPete Yorn

Pete Yorn – Don’t Wanna Cry (Official Video)
Don't Wanna CryPete Yorn

Pete Yorn is an American singer-songwriter.

He isn’t very well known in Japan, but he’s a famous singer in the United States.

The guitar and Yorn’s voice match perfectly, making his songs very easy to listen to.

The feeling of “I’ll cry for you” is deeply moving.

[2026] Take the next step. Breakup songs sung by male Western artists (41–50)

TWENTIESGIVĒON

GIVĒON – TWENTIES (Official Music Video)
TWENTIESGIVĒON

With his rich baritone as his weapon, singer Giveon is at the forefront of today’s R&B scene.

While his appeal lies in a refined style that reflects the influence of neo-soul, this work, released in February 2025, expresses a particularly poignant sense of longing.

As he approaches 30, he sings about the regret of spending his precious twenties on a love that didn’t last, positioning this track as the lead song that symbolizes the album “Beloved.” The warm sound of live instruments and his candid admission of his own immaturity truly resonate.

It’s a breakup song for adults—one to listen to when you want to sort through past love and move forward, or when you’re alone on a quiet night, lost in thought.

How Things Used to BeAli Gatie

Ali Gatie – How Things Used to Be (Official Lyric Video)
How Things Used to BeAli Gatie

Ali Gatie is a singer-songwriter active in Toronto.

Since he was born in Iraq, Arabian phrases appear here and there in his songs.

In “How Things Used to Be,” too, many Arabian phrases show up.

An Arabic-style heartbreak song is pretty refreshing, isn’t it?