[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2026]

SadboyWolf Alice

Wolf Alice – Sadboy (Official Video)

This song is from the young, popular band Wolf Alice, hailing from London, who released their second album, Visions of a Life, in 2017.

While they’ve evolved from their early, fresh alternative rock into a more developed sound, this track skillfully uses quiet-loud dynamics and explodes with noisy guitars.

Paired with the music video—which feels as if it portrays the inner world of the band’s sole female member and frontwoman, Ellie Rowsell—immerse yourself in the song’s unique atmosphere.

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Feminine Effectsof Montreal

of Montreal – Feminine Effects (feat Rebecca Cash) [OFFICIAL MUSIC VIDEO]

They’re a band known for releasing numerous eccentric pop songs, but even among those, the beauty of this sincerely crafted track stands out.

With a guest female vocalist, the melody becomes especially rich, making it a masterpiece that powerfully stirs the emotions.

Shine OnJet

Jet – Shine On (Official Video)

It’s included on the second album by the Australian rock band Jet.

The song is dedicated to the father of brothers and band members Nic and Chris, who passed away from cancer in 2004.

A poignant masterpiece, it seeks to find light even amid despair and deeply moves those who listen.

Celluloid HeroesKinks

Celluloid Heroes (2022 Remaster)

The Kinks are a special band for the British.

There’s a strong sense that they’re a band of their own.

Their lyrics, full of humor that only the British can truly understand, and their distinctive melodies tell that story.

It may sound melancholic, but it’s a masterpiece.

I Need To Be In LoveCarpenters

I Need To Be In Love (The Sparkle of Youth) / Carpenters

This song was released in 1976 by the sibling duo, the Carpenters.

It is said to have been Karen Carpenter’s favorite during her lifetime, and her wistful vocals match the lyrics perfectly.

In Japan, it was used as a TV drama theme song in 1995, and a Japan-exclusive compilation album that included this track went on to sell 3.5 million copies.

BrielleSky Sailing

Sky Sailing – Brielle

This is a solo work by the beloved Adam Young.

While it’s a stylish, modern pop song, the acoustic guitar and gentle, conversational vocals give it a slightly sad feel.

It’s especially likely to appeal to young women.

Un-Break My HeartToni Braxton

Toni Braxton – Un-Break My Heart (Official HD Video)

A song about the intense heartache left behind by a former lover.

It was written by Diane Warren, who has crafted many emotionally charged songs.

The track spent 11 weeks at No.

1 on the U.S.

charts and won the Grammy Award for Best Female Pop Vocal Performance.