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!
- Songs About Age-Gap Love: A Curated Selection of Exquisite Love Songs
- [Senior's Song] A love song you want to listen to when you're in unrequited love
- Love songs to listen to when you fall for your teacher
- A love song for grown-ups. A romantic tune to listen to at night.
- [Songs for Love at First Sight] Tracks to Play When You Fall in Love in an Instant
- More Than Friends, Not Quite Lovers: A Collection of Love Songs About That Delicate In-Between
- [To Those in Love] Relatable Love Songs to Listen to When You’re Crushing Hard
- [J-Pop] A Collection of Unrequited Love Songs That Stay Close to Your Heart
- Unrequited Love Songs Recommended for High School Students | Love Songs to Listen to While Thinking of Your Crush
- Recommended love songs for people in their 90s: A collection of classic Shōwa-era romance songs
- [For You in Love] A Love Song Perfect for Unrequited Feelings
- [Unrequited Love] Heart-wrenching Love Songs | A Roundup of Tear-Inducing Crush and Breakup Tracks
- A song about falling for a celebrity. A love song you want to listen to when you’re truly smitten.
Love for someone older: Romance songs about falling for a senior or boss (71–80)
Let’s hold hands.makomina

The duo unit MakoMina, who also became popular for their “Twin Dance,” released the love song “Let’s Hold Hands” in 2016, which portrays feelings for an older schoolmate and the ups and downs of romance.
You can really picture a girl in love: boldly shouting her love to the person she likes, getting excited as she and her girlfriends share updates about how things are going—it’s all so vivid.
It’s an adorable song, perfect for women who have a crush on an upperclassman.
Since it’s also a dance track, you can have fun with your friends too!
I like you.maruri

A slightly bittersweet love song sung by Maruri, who’s popular for her vocal talent and adorable looks.
It became a hot topic because the lyrics were written by Yuuri, the singer-songwriter who skyrocketed to fame with Dry Flower.
It realistically portrays the frustrating inner feelings of someone who likes a person but is too afraid to say it, unable to move forward and only able to watch from afar.
It takes courage to confess your feelings to an upperclassman, but continuing to hold onto them even after graduation can be truly painful.
Why not take the plunge and tell them before you can no longer meet?
ValericoMikito P feat. GUMI

“Valerii-ko” is a popular song released in 2018 by Mikito-P, a well-known Vocaloid producer.
It portrays a schoolgirl’s love life and her feelings for an upperclassman.
The protagonist is a girl with a dual nature, a bit free-spirited.
There are some alluring, mysterious expressions, so it’s not a straightforward pure love song, but in terms of being addictive, it’s a highly recommended romance track.
You couldn’t call it innocent, but the way she still puts on a persona—that’s just what a girl in love does, isn’t it?
A frantic scramble; being in a chaotic flurryAntikku-Kohiten-

“Sempai” is something you naturally become when you end up with juniors at work or in a club, whether you want to or not.
Antic Cafe’s “Amadekobai” portrays the struggles of such a sempai.
It was included as the coupling track to their 2017 single “Ikenai Mousou × Abunai Chinjuu.” The song depicts the exhaustion of a hectic reality where, although you’d rather not be pushed around by juniors and would prefer to focus on yourself more easily, you just can’t.
Even so, it suggests there are views you can only see after becoming an adult and taking on the role of a sempai.
If being a sempai wears you down, give it a listen and let it power you up!
Senpai ~LOVE AGAIN~Kantorī Musume ni Konno to Fujimoto (Mōningu Musume)

A song by Hello! Project idol group Country Musume, nicknamed “Kanmusu.” Some of you might recognize the group as the one that included Mai Satoda, wife of former Major League Baseball player Masahiro Tanaka.
This track, “Senpai ~LOVE AGAIN~,” was released when Miki Fujimoto and Asami Konno joined Country Musume as support members.
The lyrics—“I had my heart broken, but I still love you! What should I do with these feelings I can’t forget?”—are pure Tsunku♂ world, through and through! Why does a one- or two-year age gap feel so huge when you’re a student?
wifeShido

Sid’s “Wife” depicts a dangerous love affair with an older man that begins from a single incident.
It’s included on their 2011 album “dead stock.” The characteristically mysterious, sexy sound that’s so Sid enhances the sense of danger in the story.
While the man hesitates, the woman’s feelings spiral out of control, yet she never takes that final, decisive step—an exquisite stance that keeps listeners on edge.
Differences in position, including age, can cast a heavy shadow over a relationship.
Recommended for those who yearn for a drama-like, thrilling romance with someone older or younger.
Feelings in Love ~Image Song for ‘Good Night, Senpai. See You Tomorrow’~Shū to Tōmei na Machi

Shu, the vocalist, has a creator project called Shu and the Transparent City.
This song is a collaboration with the Noichigo Bunko label and serves as the image song for Elle Natsuki’s novel “Good Night, Senpai—See You Tomorrow.” It’s a very cute and refreshing track packed with feelings of love for an upperclassman! If you’re a woman in love with your senpai, you might already know the original novel.
As you can tell from listening to the song, it overflows with the sweetness and bittersweetness of a girl in love, so if you like this track, be sure to read the novel too!


