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Lovely love song

A love for someone older: romantic songs about falling for a senior or your boss.

There are many attractive things about older people—their reliability, the qualities you don’t have yourself, and a calmness you don’t often see in classmates.

Some of you might be in love with a senior at school, a boss at work, or even an older guy or woman who lives nearby.

So in this article, we’ll carefully select and introduce songs about falling in love with someone older from among countless love songs.

You might find the perfect song that matches your feelings.

Be sure to look for a favorite track!

Love for someone older. Romance songs about falling for a senior or a boss (41–50)

The boring senior is wearing white pants.HAPPY BIRTHDAY

The boring senior is wearing white pants / HAPPY BIRTHDAY (cover)
The boring senior is wearing white pants.HAPPY BIRTHDAY

HAPPY BIRTHDAY’s song “The Boring Senior Wears White Pants” is shocking not only for its novel title but also for its lyrics.

Lines like “their stories are boring,” “they always say the same things,” and “they only brag about the past” all line up—classic traits of a senior you’re not good with.

A love for someone older: Romance songs about falling for a senior or boss (51–60)

366 daysHY

HY – “366 Days” Live Music Video
366 daysHY

This is a heartbreak song that expresses the aching feelings of a love that suffers because you can’t forget the one you love.

It’s common to look back and think, “If only I’d given up back then, maybe I wouldn’t have been hurt this much…” But that’s the thing about love—you can’t just stop yourself there.

When the more you try to forget someone, the more they occupy your mind, maybe all you can do is wait for time to heal it.

This song can be seen not only as a pure love song about continuing to think of someone you loved, but also as a song about an affair filled with lingering attachment.

Which do you feel it is?

Younger BoyfriendIZ*ONE

[Full MV] IZ*ONE (아이즈원 / アイズワン) – Younger Boyfriend (年下Boyfriend)
Younger BoyfriendIZ*ONE

IZ*ONE, the 12-member Japan–Korea joint idol group that unfortunately ended their activities in 2021.

This song was included as the B-side to their second single “Buenos Aires,” released in 2019.

It’s a cute love song about a romance with a younger boyfriend.

Songs about age-gap relationships often dwell on worries and inner turmoil about the difference in age, but this track is bright and breezy, highlighting the charms of the younger guy and delivering lyrics that make you feel, “Once you’ve fallen in love, age doesn’t matter!” It’s a refreshing listen, so I highly recommend it.

HikarukakeraLittle Glee Monster

Little Glee Monster “Hikarukakera” Music Video
HikarukakeraLittle Glee Monster

Age-gap romance can be tough when you can’t quite convey your feelings.

“Hikaru Kakera” is known for lyrics that seem to speak for that heartache.

The song is by Little Glee Monster, a vocal group with rich, powerful harmonies.

It starts quietly from the intro, then in the chorus the harmonies release a surge of emotion—that structure is part of its appeal.

Plus, the arrangement shifts dramatically in the bridge, which is really cool, so be sure to listen for that!

RomanticismMrs. GREEN APPLE

An upbeat unrequited-love song whose lyrics overflow with feelings for that special someone.

It’s a track by the rock band Mrs.

GREEN APPLE, also known for hits like “Inferno,” released in 2019 as their ninth single.

Chosen for a Shiseido commercial, it became a hot topic.

With a catchy sound that blends lightness and energy, it’s a refreshing listen! It might resonate especially strongly with those in the midst of their first love.

Senior NietzscheNMB48

Composed by Shutaro Katagiri, who also works on anisong in addition to 48/46 groups, this is a pop tune that served as the coupling track for the 2015 single “Don’t look back!”.

Set against a sparkling soundscape, it sings of a crush on an upperclassman at school.

With “philosophy” as a key word symbolizing Ririka Suto, who served as center, it’s a love song that also carries a touch of deeper philosophical elements.

Just imagining spending time with your admired senior is enough to make your heart race, isn’t it? Alongside that excitement, the feeling of not knowing what to do is also endearingly portrayed.

Be sure to listen while picturing the senior you admire.

Ah, geez.Saucy Dog

Saucy Dog “Ah, geez.” Music Video
Ah, geez.Saucy Dog

Saucy Dog’s song “Aa, Mou,” which captures the sentimental feeling of falling in love, grips the hearts of many people with unrequited crushes and doesn’t let go.

Shinya Ishihara’s gentle yet powerful vocals and the mid-tempo melody color the worries and joys of everyone in love.

Also beloved as the theme song for the drama “Dekinai Futari,” this track expresses small exchanges and emotional tremors in a way that resonates with listeners.

To everyone quietly harboring feelings for an upperclassman or senior at school or work, why not listen to this song and tune in to the whispers of your heart?