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Songs that men in their 20s should sing [Popular & Classic Hits]

When you go to karaoke with friends or a partner, it can be hard to decide what to sing, right?

There are so many options—from songs that hype up the mood to slower-tempo tracks—that it’s easy to feel unsure.

So in this article, we’ve picked out songs we’d love men in their 20s to sing!

You’ll find a wide range of tracks popular at karaoke, including theme songs from anime and dramas that were hits during the time people in their 20s spent their school years.

Try singing love songs that express affection for someone special or nostalgic tunes that bring back memories at your next karaoke session!

Songs for Men in Their 20s to Sing [Popular & Classic] (21–30)

DestinyAee! group

Aぇ! group “Destiny” Official Music Video
Destiny Aぇ! group

A gem of a love song that delicately portrays a straightforward devotion, even while harboring clumsy feelings of love.

The Aぇ! group’s intricately woven vocals and deeply emotive melody brilliantly color a bittersweet love story.

Set for inclusion on the album “Chameleon,” slated for release in June 2025, this track has been selected as the theme song for the TV Asahi drama “Musashino Rondo,” starring group member Yoshinori Masakado.

The music video’s world, in which the message of love is conveyed with strength even under the pouring rain, superbly captures a heart buffeted by fate.

It’s a song that stands by everyone troubled by love and gives them courage.

180°mountain monkey

A heart-wrenching love ballad by Yamasaru that tugs at the listener’s heartstrings.

Its words quietly resonate, asking what true kindness really is.

Released in February 2016, it stands out as a memorable piece in his musical career.

The song portrays the conflict of a love that must end and the delicate feelings of not wanting to hurt the other person, showcasing Yamasaru’s refined sensitivity and expressive power.

The warm tone of the acoustic guitar and his unique blend of rap and singing deepen the story’s impact.

It is a heartwarming ballad that offers comfort to those who have experienced heartbreak or a farewell to someone dear.

Heartbreaker (I fell in love with a cowgirl)Hirai Dai

Hirai Dai / Heartbreaker (I fell in love with a cowgirl) (Lyric Video)
Heartbreaker (I fell in love with a cowgirl) by Dai Hirai

A gem of a love song by Dai Hirai that paints uncontrollable infatuation and aching longing with a sound that skillfully weaves in elements of country music.

It sings of a man’s pure feelings for a free-spirited, cowgirl-like woman, set to a refreshing beach sound.

Released in April 2025, the piece conveys the bittersweetness of love through a gentle narrative tone and a pleasant melodic line.

Created as the first installment of a series leading up to “HIRAIDAI presents THE BEACH TRIP 2025,” which kicks off in May, it’s a perfect fit for open-air moments like seaside drives or BBQs under clear blue skies.

A soul-stirring ballad that deeply resonates with those nursing heartbreak or struggling with single-minded love.

First loveMotohiro Hata

Motohiro Hata – “First Love” Music Video
First Love Qin Motohiro

A ballad by Motohiro Hata, woven with sincere feelings carried by his clear, translucent voice.

He tenderly portrays memories of a love that ended against the flow of fate, likening them to a blue apple and tangled threads.

Released in January 2013 as the ending theme for the TV anime “Space Brothers” and later included on the album “Signed POP,” this work is a characteristically minor-key song from Hata.

Coupled with Seiji Kameda’s delicate arrangement, it strikingly depicts the pain and regret of a love that reached its farewell while still immature.

Hata’s relatable vocals make it a song that recalls the bitter experiences of a first love.

MetronomeKenshi Yonezu

A gemlike ballad that gently captures the subtleties of meetings and partings.

It likens the relationship of two lovers to a metronome, meticulously portraying how hearts that once beat in unison gradually fall out of sync.

Kenshi Yonezu’s delicate vocals and memorable melodic lines convey the ache of love with nothing left unsaid.

Included on the album Bremen, released in October 2015, the song also garnered attention for its distinctive music video composed of hand-drawn illustrations.

It is a track that will surely resonate deeply with anyone suffering the pain of heartbreak or struggling with growing distance from someone dear.

After-school[Alexandros]

[Alexandros] – After School (MV)
After School [Alexandros]

[Alexandros] is a rock band known for a wide range of sounds—from classic rock to alternative and emo.

They’ve been active since the 2000s, but their momentum has only grown in the 2020s.

Among their songs, the one I particularly recommend is Afterschool.

It’s a British-style alternative rock track with a consistently gentle vocal line throughout.

While it features many long tones, the vocal range is quite narrow, making it easier to track the pitch accurately—another reason it’s a strong candidate for a high score.

Unrequited loveSUPER BEAVER

SUPER BEAVER “Unrequited Love” MV
Unrequited Love SUPER BEAVER

SUPER BEAVER is a four-piece rock band that has been active since the 2000s—a renowned name any Japanese rock fan will know.

Recently, with the release of their new song “Kataomoi” (Unrequited Love), they’ve once again drawn national attention.

This track, which sparked their renewed breakout, features an emotional melody that blends orthodox J-pop with a touch of rock.

The vocals sit mostly in the low-to-mid range throughout, but near the end of the chorus there’s a high, belted shout delivered in chest voice.

Aside from that section, it’s very singable overall, so if you’re good at shouting, consider adding it to your repertoire.