Saddest Songs Ranking [2026]

NAOHY50rank/position

HY – NAO (Official Music Video)

This work, which vividly portrays the pain of unrequited and unattainable love, is a ballad that brings listeners to tears.

The lyrics are based on the real-life experience of vocalist Izumi Nakasone’s close friend, and the aching feeling of not being noticed by the one you love comes through painfully clearly.

Included on the album “Confidence,” released in April 2006, it’s a timeless classic that has long been cherished by many fans.

It is also featured on the best-of album “STORY ~HY BEST~,” and has become established as a signature heartbreak song by HY.

Set to a piano accompaniment that lets you sing your heart out, it’s perfect for those times when you want a good cry to feel refreshed.

If there’s someone you just can’t forget, why not sing this song at karaoke and let all your feelings out?

habit of laughingIgarashi Haru51rank/position

Haru Igarashi – Laughing Habit (Official Music Video)

A song that portrays the ache of a love too deep to forget, even as time passes.

In this track, Haru Igarashi delicately captures the frustration of how trivial everyday moments turn into special memories, and the poignancy of nights spent with those memories when you can’t move on.

Even the way the other person laughed and their gestures remain vividly etched in the mind, and the feeling is so intense that you find yourself praying to God, “Please let me forget everything.” Released in March 2025, this work will gently accompany those whose hearts are filled with memories they can’t forget, no matter how hard they try, and those who are still unable to accept parting from someone dear.

So it wasn’t me, huh.riria.52rank/position

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

A heart-stirring ballad by Riria.

that gently embraces the delicate emotions of a woman tossed around by someone’s misleading behavior.

With a tender, translucent voice, she vividly portrays a woman who struggles with helpless longing yet cannot sever her lingering feelings.

Released digitally in October 2021, the song also drew major attention with its music video that premiered the same year.

If you sing it earnestly at karaoke, it’s sure to resonate with anyone who knows the pain of heartbreak.

It’s a song that quietly stays by the side of those facing a farewell with someone dear.

made-to-orderKasamura Tōta53rank/position

Tailor-Made / feat. VOCALOIDs

Order-Made resounds with a grand choral work sung by numerous Vocaloids.

Created in 2022 by Vocaloid producer Tota Kasamura, who captivates listeners with songs that depict delicate hearts, it conveys a heartwarming message that gently accompanies feelings of anxiety and loneliness.

You can sense kindness and compassion in the vocals that make the most of each Vocaloid’s unique character.

Alongside a dynamically unfolding band performance, the melody expands richly and resonates throughout the piece.

Be sure to listen to this ballad that offers hints for living with a smile tomorrow.

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The Story You Don’t Knowsupercell54rank/position

[Available until July 14, 2025] Bakemonogatari ED “The Story You Don’t Know” supercell Original Audio 4K High Quality Full AAC-LC – 320 kbps

This song is characterized by a gentle melody that tenderly resonates with listeners’ hearts.

Released in August 2009, it is also known as the ending theme for the anime Bakemonogatari.

The lyrics delicately portray the ache of unrequited love and the complex emotions of a love triangle, striking a chord with many listeners.

One of its charms is how the protagonist’s hidden feelings and loneliness are beautifully expressed through scenes of stargazing.

It’s a perfect track for those who have experienced heartbreak or who hold unspoken feelings of love.

Combined with supercell’s delicate vocals, it becomes a moving and deeply touching piece.

Just Be FriendsDixie Flatline55rank/position

[Megurine Luka] Just Be Friends [Original PV]

This is Dixie Flatline’s 10th original Vocaloid song.

It’s an electro house-style track that sings of a sad farewell.

With its catchy sound, it’s easy to listen to and recommended for Vocaloid beginners.

It is included on the compilation album “EXIT TUNES PRESENTS Vocaloanthems feat.

Hatsune Miku.”

wrapTENSONG56rank/position

TENSONG “Matoi (Wrapped In)” [Official Music Video]

A gem of a love song that portrays a bittersweet form of love between a man and a woman.

It expresses the desire everyone has to love in their own way, rendered through TENSONG’s distinctive sound.

Released in July 2021, the track captured the hearts of many listeners, reaching No.

2 on LINE MUSIC.

It delicately sings of the confusion at parting, love that isn’t swayed by others’ opinions, and experiences that should be etched in the heart as precious memories—all carried by vocalist Takabō’s high, clear voice.

This is a song that stands beside anyone struggling with love and gently conveys that there are many ways to love.