Recommended male heartbreak songs in Western music. World-famous classics and popular tracks.

But Not for MeChet Baker

Chet Baker – But Not For Me

A standard number penned by the Gershwin brothers.

Chet Baker’s version can rightly be called the definitive take on this classic; his distinctive vocal style and the trumpet in the interlude fully convey the song’s charm.

Hard To Say I’m SorryCHICAGO

Chicago – Hard To Say I’m Sorry (Official Music Video)

This is a signature work by the American brass-rock band Chicago, depicting the pain of heartbreak alongside an elegant piano melody.

Released in September 1982 and produced by David Foster, the song elevates the rich musicality of the brass section into a pop arrangement.

It topped the U.S.

singles chart for two consecutive weeks.

Chosen as the ending theme for the film “Blue Lovers,” it also became familiar in Japan as a commercial song for Osaka Gas and Toyota.

The lyrics portray a man who, after being told goodbye by his lover, regrets his past behavior—feelings that many listeners can surely empathize with.

Lonely DancersConan Gray

Conan Gray – Lonely Dancers (Official Music Video)

The heartbreak song spun by California-born Conan Gray carries a beauty that sinks into the soul.

It delicately portrays lonely souls seeking solace on the dance floor, delivering a message that resonates deeply.

Released in February 2024, the track is slated to appear on the album Found Heaven.

It highlights the sense of unity and inner peace that dance can bring, offering a ray of hope to those suffering from loneliness and heartache.

It’s a perfect song not only for those nursing a broken heart, but for anyone trying to move forward.

Its superb lyrical sensibility and stirring melody are sure to enrich the hearts of listeners.

How Do I Say GoodbyeDean Lewis

Dean Lewis – How Do I Say Goodbye (Official Video)

It’s a moving song that portrays the emotions faced at the moment of parting.

It’s filled with Dean Lewis’s deep feelings for his father, and the lyrics capture the fear and inner turmoil of losing someone you love.

Released in August 2022, it’s included on the album The Hardest Love.

This song will resonate with those who cherish their family bonds or are confronting a farewell with someone important.

It begins with the anxiety sparked by a sudden message and goes on to express memories and gratitude from the past.

It’s a track that stays close to the listener’s heart and evokes strong empathy.

CryGodley & Creme

Godley & Creme – Cry

A single that marked a long-awaited hit for the two members after leaving 10cc, by then well-known as music video directors.

Before CG had become widespread, the music video for this track—directed by the duo themselves—made waves for its originality.

Produced by Trevor Horn.