Tear-jerking unrequited love songs that will break your heart: timeless classics about unattainable love
Have you ever had a night when your chest tightens with the weight of feelings that can’t reach the one you love? The power of bittersweet unrequited love songs is that they gently speak the words you can’t say.
The more you think about the person you like, the more the ache grows—and even knowing the love won’t come true, you still can’t stop your feelings.
Finding a song that stays close to such a wavering heart can quietly give you a push after the tears.
In this article, we’ll introduce a wealth of gems that portray the pain of unrequited love with unflinching honesty.
We hope you’ll find the one song that resonates perfectly with how you feel right now.
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Tear ducts destroyed by heartbreaking unrequited love songs. Masterpieces that sing of impossible love (111–120)
Fortune Cookie in LoveHirai Ken
Speaking of “Koi Suru Fortune Cookie,” it’s a hit song by AKB48.
This track is a cover of that unrequited-love song by the exceptionally talented vocalist Ken Hirai.
He delivers the originally peppy tune with a mature allure, singing it in a smooth, heartfelt style.
In the Middle of a DreamKisugi Takao
This is a song from Takao Kisugi’s album “Yume no Tochuu,” released on December 10, 1981.
Later, the song was slightly rearranged and provided to Hiroko Yakushimaru.
At that time, the title was changed to “Sailor Suit and Machine Gun.” It’s a song about an adult romance.
The Same FeelingTokyo Joshi Ryu
This is Tokyo Girls’ Style’s second single, released on May 19, 2010.
It was used as the ending theme for the 2010 NHK Educational anime Hanakappa.
The song expresses the feelings of a cheerful girl in love.
It’s a cute track, so please give it a listen.
Tomorrow, when spring comesMatsu Takako
When it comes to Takako Matsu, her main focus is acting, but she also has a musician side, with the occasional release—each song being wonderfully captivating.
“A Tomorrow, When Spring Comes” can be considered one of her signature tracks.
The sound is simply beautiful.
A long nightMatsuyama Chiharu
Chiharu Matsuyama’s song “A Long Night” is, for many older listeners, probably a deeply nostalgic unrequited-love song.
It’s achingly bittersweet, and both the lyrics and the melody are wonderful.
Try listening to it alone late at night—it’s a song that pierces the heart.
http://www.co.jpHayashibara Megumi
This is a song from Megumi Hayashibara’s album “Plain,” released on April 21, 2007.
Later, she sang a ballad version of this song on the album “CHOICE,” released in 2010.
It’s a track that straightforwardly expresses feelings about love.
Pure Love SongShonan no Kaze
Speaking of Shonan no Kaze, they’re known for singing heartbreakingly bittersweet songs that you’d never expect from their appearance.
“Junrenka” could be called their signature track.
In any case, the rap parts are a straight shot to the heart—a painfully wistful unrequited love song.