20 Songs About High School Sweethearts

High school sweethearts hold a special place in our hearts. They’re the first person we ever kissed, the first person we ever loved. And even though we may not be together anymore, they’ll always hold a special place in our hearts. Here are some songs about high school sweethearts.

1. “Jack and Diane” by John Mellancamp

John Mellencamp - Jack & DianeJohn Mellencamp – Jack & Diane

First on the list is “Jack and Diane” by John Mellancamp. This song is about two high school sweethearts who are in love and can’t imagine life without each other.

It was released in 1982 for the album American Fool. This became a huge hit with over 26 million views on Youtube.

2. “Then” by Brad Paisley

Then - Brad Paisley With LyricsThen – Brad Paisley With Lyrics

Brad Paisley is up next with “Then.” This song is about a high school couple who gets married after graduation and starts their life together.

It talks about all the things they’ll do together, like having kids and growing old together. This song was released in 2009 for the album American Saturday Night.

3. “You Never Can Tell” by Chuck Berry

You Never Can TellYou Never Can Tell

The next song on the list is “You Never Can Tell” by Chuck Berry. This song is about a high school couple who gets married and has a baby.

The song is told from the perspective of the father and talks about how life changes after you have a family. This song was released in 1964 for the album St. Louis to Liverpool.

4. “Like You” by Bow Wow feat. Ciara

Like YouLike You

“Like You” by Bow Wow feat. Ciara is a song about a high school couple who is in love and trying to figure out what their future will be.

The song talks about how they’re both still in school and how they’re not sure what their future holds. This song was released in 2005 for the album Wanted.

5. “Perfect” by Ed Sheeran

Ed Sheeran - Perfect (Official Music Video)Ed Sheeran – Perfect (Official Music Video)

The next song is “Perfect” by Ed Sheeran. This is a newer song, released in 2017, but it has quickly become a popular choice for high school sweethearts.

The lyrics are about a couple who have been together since they were young and are still very much in love. It’s one of his most popular tracks with over 3 billion views on Youtube.

6. “Me and You” by Kenny Chesney

Kenny Chesney - Me And You (2-Channel Stereo Mix)Kenny Chesney – Me And You (2-Channel Stereo Mix)

“Me and You” by Kenny Chesney is a song about a high school sweetheart who has moved on from the relationship, but still thinks about her often.

The lyrics are nostalgic and wistful, talking about all of the good times they had together. It was released in 1995 for the album All I Need to Know.

7. “High School Sweethearts” by Melanie Martinez

Melanie Martinez - High School SweetheartsMelanie Martinez – High School Sweethearts

The next song is “High School Sweethearts” by Melanie Martinez. This song is about a high school couple that eventually breaks up.

Melanie Martinez is an American singer, songwriter, and record producer. This song was released in 2014 for her album K-12.

8. “Wherever You Will Go” by The Calling

The Calling - Wherever You Will Go (First Video- in Tijuana)The Calling – Wherever You Will Go (First Video- in Tijuana)

“Wherever You Will Go” by The Calling is a song about a high school couple that eventually breaks up. The song was released in 2001 and is from their album Camino Palmero.

The Calling is an American rock band from Los Angeles, California. You can stream this track on all music platforms out there.

9. “Love You Like a Love Song” by Selena Gomez

Selena Gomez & The Scene - Love You Like A Love SongSelena Gomez & The Scene – Love You Like A Love Song

Selena Gomez is an American singer, songwriter, actress, and producer. “Love You Like a Love Song” is a track from her album When the Sun Goes Down.

The album was released in 2011 and the song is about how deeply in love the singer is with her high school sweetheart.

10. “Still the One” by Shania Twain

Shania Twain - You’re Still The One (Official Music Video)Shania Twain – You’re Still The One (Official Music Video)

“Still The One” by Shania Twain is a song about a high school sweetheart who is still with her through thick and thin.

It talks about how proud she is to be with him and how their love has never wavered. It’s still a popular wedding song today.

11. “Apartment” by Young the Giant

Young the Giant - Apartment (Official Video)Young the Giant – Apartment (Official Video)

Young the Giant’s “Apartment” is a song about a high school sweetheart who has moved away but still thinks about her often.

He misses her and the life they had together but knows that they’re better off apart. It was released in 2010 for their self-titled album.

12. “All My Life” by K-Ci & JoJo

K-Ci & JoJo - All My Life (Official Video)K-Ci & JoJo – All My Life (Official Video)

This next song is another popular song for weddings. “All My Life” by K-Ci & JoJo is a sweet love song about a high school sweetheart who the singer wants to spend the rest of his life with.

He talks about how she’s everything he’s ever wanted and how he can’t imagine his life without her. You can listen to this song on all music platforms out there.

13. “Baby, Don’t Get Hooked on Me” by Mac Davis

Mac Davis....'.Baby Don't Get Hooked On Me'..1972.. W/LyricsMac Davis….’.Baby Don’t Get Hooked On Me’..1972.. W/Lyrics

“Baby, Don’t Get Hooked on Me” by Mac Davis is a song about a high school sweetheart who is starting to get too attached.

The singer is trying to warn her that he’s not looking for anything serious and she should be careful with her heart. This song was released in 1972 and was a huge hit.

14. “Crazy in Love” by Beyoncé feat. Jay Z

Beyoncé - Crazy In Love ft. JAY ZBeyoncé – Crazy In Love ft. JAY Z

You probably have heard this next song before. “Crazy in Love” by Beyoncé feat. Jay Z is a song about a high school sweetheart who is completely in love with her. He talks about how she makes him crazy and how he would do anything for her.

This song was released in 2003 and won several Grammy awards. You can find it on the album Dangerously in Love.

15. “Catching Feelings” by Justin Bieber

Justin Bieber - Catching Feelings (Official Audio)Justin Bieber – Catching Feelings (Official Audio)

Next on the list is “Catching Feelings” by Justin Bieber. This song is about a high school sweetheart who is starting to catch feelings for him.

He’s not sure if he should pursue it or not because he doesn’t want to get hurt. This song was released in 2012 on the album Believe.

16. “Everytime” by Britney Spears

Britney Spears - Everytime (Official HD Video)Britney Spears – Everytime (Official HD Video)

“Everytime” is a ballad recorded by American singer Britney Spears for her fourth studio album, In the Zone. It was released in 2004 and is about the breakdown of a relationship.

“Everytime” was a commercial success and peaked inside the top ten in more than ten countries. It can be streamed on all music platforms out there.

17. “Drivers License” by Olivia Rodrigo

Olivia Rodrigo - drivers license (Official Video)Olivia Rodrigo – drivers license (Official Video)

This next song is one of the most recent hits that has taken the world by storm. “Drivers License” is a song recorded by American singer Olivia Rodrigo. The song was released in January 2021 and is about the heartbreak that comes with a break-up.

This is Rodrigo’s first hit song under the album Sour. It now has over 390 million views on Youtube and can also be streamed on other music platforms out there.

18. “Love Like Crazy” by Lee Brice

Lee Brice - Love Like Crazy (Official Music Video)Lee Brice – Love Like Crazy (Official Music Video)

Lee Brice’s “Love Like Crazy” is a song about how love can make you do crazy things. The song was released in 2009 and topped the charts.

It has been streamed over 9.5 million views on Youtube. You can find this track on his album of the same title.

19. “Fifteen” by Taylor Swift

Taylor Swift - FifteenTaylor Swift – Fifteen

This next song is about being 15 and in love for the first time. “Fifteen” is a song recorded by American singer Taylor Swift.

The song was released in 2008 and is from her album Fearless. “Fifteen” has been streamed over 162 million times on Youtube and can also be found on other music platforms out there.

20. “It’s Your Love” by Tim McGraw & Faith Hill

Tim McGraw - It's Your Love (Official Music Video)Tim McGraw – It’s Your Love (Official Music Video)

Finishing off the list is “It’s Your Love” by Tim McGraw & Faith Hill. The song was released in 1997 and is about a couple who is still madly in love ever since high school. The song peaked at number one on the Billboard Country chart and won several music awards.

Final Thoughts

There you have it, a list of songs about high school sweethearts. These songs are perfect for when you’re missing your significant other or just want to listen to some sappy love songs. So put on your headphones, crank up the volume, and enjoy. Thanks for reading!