Recommended unrequited love songs for high school boys

First lovematsumura kanau

First Love – Kanau Matsumura [Official Music Video]

This is a song by Kanau Matsumura that’s packed with the sweet-and-sour feelings and frustrations of thinking about someone you like—the full spectrum of first love.

Released in June 2025, it’s a track that could be called the essence of his artistry.

The growing feelings for someone you can only meet in your dreams, the bittersweet longing that makes you take the long way home—listeners may find these emotions overlap with their own experiences.

When you like someone but can’t see them, even small things can make you anxious.

This gentle voice might softly stay by the side of that wavering heart.

I adore you, you cutie!SUI

Adorable you are so precious! /sui

This is one of sui’s signature songs, depicting the sweet-and-sour feelings of youthful love.

It portrays how feelings for the classmate in the next seat turn the everyday routine that starts with a simple “good morning” into a heart-pounding, special time.

The lyrics vividly capture the rush you feel from a smile, the way you become totally infatuated, and the tender, bittersweet ache of being in love.

Released in August 2020, the track became a major hit among young people—especially on TikTok—and racked up millions of views on YouTube.

It’s a must-listen not only for high schoolers, but also for anyone who wants to reminisce about their own sweet, bittersweet first love.

Short-Sleeved AngelHKT48

[MV full] HKT48 19th Single “Short-Sleeved Angel” / HKT48 [Official]

A pure, refreshing song that feels like dashing through the dazzling summer sun.

Released in July 2025 as HKT48’s 19th single, this track sets sweet and slightly bittersweet feelings of love—where a crush’s casual gestures look almost angelic—to a light, buoyant melody.

Listen under the summer blue sky, and your romantic mood is sure to soar! Take this song along and make some wonderful memories.

To Those Who Know the Blue of the Skyaimyon

Aimyon – A Person Who Knows the Blue of the Sky [OFFICIAL MUSIC VIDEO]

A bittersweet youth love song filled with yearning.

Inspired by a film, Aimyon paints a track that conveys the ache of unrequited love alongside a faint glimmer of hope.

Released as a single in October 2019, it drew attention as the theme song for an animated movie of the same name.

The lyrics evoke a nostalgic look back at a love that has passed, gently wrapping you in feelings of heartache that everyone has experienced.

It’s perfect for high school students who want to listen while thinking of someone they like.

It’s great for quietly listening alone, and also for sharing with friends to reminisce about your youth.

Karakuri Pierrot40mP

[Hatsune Miku (40mP)] Karakuri Pierrot [Original]

If you’re looking for a Vocaloid unrequited-love song, “Karakuri Pierrot” is highly recommended.

Its lyrics capture the pain of falling for someone and the frustration of wanting to confess but being unable to, so anyone with a crush is sure to relate.

It’s also a karaoke classic, so try singing it to blow off some steam!

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Saitō Ayumu

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Blueberry Nightsmakaroni enpitsu

Macaroni Empitsu 'Blueberry Nights' MV

Blueberry Nights is a song by the four-piece rock band Macaroni Enpitsu that packs pop sensibilities with a tinge of heartbreak.

It captures the kind of spiraling thoughts and emotional loops common in love—especially unrequited love.

Rather than the fluttery excitement of a crush, the lyrics read more like a song about lingering attachment—a slightly dark unrequited love song that conveys a desire to start over and a sense of regret.

It really evokes that feeling of remembering something in the middle of the night and getting stuck in a loop of thoughts—yeah, we’ve all been there.

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utatane

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Only for you, clear skiesYorushika

Yorushika – Just Clear Skies for You (MUSIC VIDEO)

Many people find themselves listening to Tadakimi ni Hare over and over, tied to unforgettable love.

It’s a hit song by Yorushika, a rock band popular among younger listeners, and was included on their 2020 release, An Encore Is Not Necessary for Underdogs.

While the track has a very fresh, pop sound, the lyrics are bittersweet, about turning a love that’s come to an end into a cherished memory and moving forward.

High school students whose paths diverge from someone they have a crush on might find a lot to relate to.

Give it a listen and let it give you the courage to confess your feelings.

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sasashina

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