[So touching it makes you cry] A heartbreakingly wistful and sad song that tightens your chest
A feeling like your chest is being tightly squeezed…
Heartbreak, parting from someone precious, the daily pains…
Here are some heartbreaking songs that will bring tears to your eyes when you listen.
We’ve gathered tracks for those who want to have a good cry or be comforted by songs that share the same feelings.
From timeless classics to the latest releases, we’re covering a wide range—so be sure to read to the end.
Even with sad songs, finding ones you can relate to helps you realize you’re not alone.
By the time you finish listening, your sadness and heartache might just turn a little more positive.
Let these wistful songs guide you, and allow yourself to honestly let out your weakness and pain as your emotions lead you.
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[So moving it makes you cry] Heart-wrenchingly poignant and sad songs (81–90)
A Naked Heartaimyon
The ballad “Hadaka no Kokoro” portrays the feelings of a woman in unrequited love.
Released in 2020 as a single by Aimyon, it was used as the theme song for the drama “My Housekeeper Nagisa-san.” The lyrics, which express the frustration of love that doesn’t go smoothly yet the resolve to move forward toward a new romance, are both heartrending and warming—they can bring you to tears for both reasons.
It also gives you the comforting sense that you’re not alone.
Give it a listen when you need a good cry or some healing.
KanadeSukima Suichi
Released in 2004, this is Sukima Switch’s second single.
It is one of the duo’s early signature ballads from shortly after their debut.
It was also covered by voice actors for the anime One Week Friends, which drew additional attention.
Its beautiful, dramatic tones give you a tight, heart‑tugging feeling.
Goodbye-byeTomioka Ai
Ai Tomioka’s “Goodbye-bye” is a song that really touches the heart.
Released in September 2023, it features her smoky voice and edgy vocals, heightening the sense of wistfulness.
The lyrics, which depict emotions amid heartbreak and sorrow, evoke a sense of empathy and firmly grip the listener’s heart.
This lyrical pop tune is unhurried yet somehow warm, and you may feel a little more positive after listening.
It’s a song I highly recommend when you want to lean into your bittersweet feelings or soothe your heart.
Sign of LoveCreepHyp
A song about the sadness of a relationship ending when you thought it would last forever, CreepHyp’s “Ai no Hyoushiki” (Sign of Love) is included on their 2012 album I Thought I’d Be Loved for the Rest of My Life Until I Die.
When you’re together and happy, it’s hard to imagine that the relationship could ever end, right? But the lyrics portray the painful feeling of betrayal that wells up when the end suddenly arrives one day.
Even as the song says “See you,” there’s an undercurrent of lingering dissatisfaction that many listeners will relate to.
Listen to this song, which shares your feelings, and let yourself cry your heart out over the heartbreaking goodbye.
afterimageflumpool
Released in 2010, this is flumpool’s third single.
It was chosen as the theme song for season 2 of the drama Bloody Monday, starring Haruma Miura.
The song expresses the aching sorrow of carrying the memory of a beloved person in one’s heart.
Just thinking about losing someone precious is frightening, isn’t it?
remainingYoshizawa Kayoko
Singer-songwriter Kayoko Yoshizawa has become popular for her distinctive voice, and in recent years she has also been involved in tie-ins for TV dramas and films.
“Nokotteru” (Still Left) has been one of her signature songs since its release in 2017.
The lyrics, which portray a girl coming home at dawn from Yoshizawa’s unique perspective, are so heartrending that you can’t help but want to keep listening.
[Tear-Jerking] Heart-wrenchingly poignant and sad songs (91–100)
I won’t forget you.Ōhara Sakurako
This song was released as an insert track for the film Chibi Maruko-chan.
Since the story centers on Maru-chan’s bittersweet first love, Sakurako Ohara drew attention for revealing a more mature side of herself—her makeup and costumes dramatically changed—marking a sharp turn from her usual bright and cute image.