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Saddest Songs Ranking [2026]

Here’s a ranking of this year’s trending “heart-wrenching songs.”

There are times—during breakups, while in love, in all kinds of moments—when your chest tightens with emotion, right?

Many songs released this year capture those feelings, so you may find them relatable.

We’ll introduce the most-listened-to songs of the year in ranking order.

Heartbreaking Song Ranking [2026] (91–100)

Thinking of you, unrequited loveTakanon99rank/position

[GUMI] Thinking of You, One-Sided Love [Original] / Takanon [Official]
Thinking of you, unrequited loveTakanon

This is a bittersweet love song about realizing you’re in love and feeling like you’ve grown closer, only to find out the other person likes someone else and end up heartbroken.

It was released in 2011 by the Vocaloid producer Takanon, also known for the hall-of-fame classics “The Color of the Next Blooming Flower” and “Datte Datte Datte.” You can’t help but cry when you think about how all the time you were so excited for is about to turn into something painful.

At the end of the song, the protagonist decides to put a lid on their own feelings and cheer the other person on…

It’s just too heartbreaking.

If you’re in love with someone you can’t be with, please give it a listen.

sasashina
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When a first love comes to an endryo100rank/position

Even people who aren’t familiar with VOCALOID might have a faint memory of this title or song.

Skillfully using sound effects and crafted like a single drama, this piece carries a very powerful message.

When times are tough, when you feel like crying—at those moments, try shouting this song at the top of your lungs.

satou-san
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