Category Archives: heartbreak

The top all-time songs about heartbreak and breakups. Whose heart is breaking? Beautiful and angry songs about moving on from someone you are still in love with. Who tells the most moving story?

Driver’s License- Olivia Rodrigo

I still see your face in the white cars, front yards/
Can’t drive past the places we used to go to

Olivia Rodrigo’s “Driver’s License” hits on a lot of teenage tropes yet manages to deliver a genuine performance and a memorable song. She talks about several teenage rites of passage, but this song is primarily about getting over your first love. This is an early pick for a “greatest song of all time”–the boldest on this list. Will it stand the test of time? We’ll see.

The bridge contains a lot of the depth: she visits the places where she and her ex used to go together, and the memories haunt the space. She thinks she sees and hears him when he’s clearly not there; she’s still in love.

drivers license meaning lyrics
great album cover

Notice that the song contains nothing negative or derogatory about her ex—even though he broke her heart. (Perhaps that is a different stage of grief that we’ll get to hear about in a different song).

There are a couple notable things about this song-that make it different than others on this list. For one, it is the first song she released and wrote (I believe). She doesn’t even have an album yet. And she was so young when she wrote it. For a similar story of artists having early success check out Kate Bush’s Wuthering Heights, Simon and Garfunkel’s Sound of Silence and anything by Ritchie Valens.

olivia rodrigo
olivia rodrigo

While the universal theme of teenage angst goes far, the song is memorable because of the beautiful melody and Rodrigo’s passionate delivery. Our ability to believe the words and emotions that an artist expresses is one of the most important aspects of making a great song.

I am bullish on Rodrigo; I look forward to hearing her future work. I think she has the potential to grow into her voice and that will go a long way. I also see her moving away from playing the piano live. She’s an adequate piano player but has great stage performance. Stevie Nicks writes on the piano but doesn’t play live. I think that’s the way to go.

Driver’s License Lyrics

I got my driver’s license last week,
Just like we always talked about.
‘Cause you were so excited for me,
To finally drive up to your house.
But today I drove through the suburbs,
Crying ’cause you weren’t around.

And you’re probably with that blonde girl,
Who always made me doubt.
She’s so much older than me,
She’s everything I’m insecure about.
Yeah, today I drove through the suburbs,
‘Cause how could I ever love someone else?

And I know we weren’t perfect but I’ve never felt this way for no one.
And I just can’t imagine how you could be so okay now that I’m gone.
Guess you didn’t mean what you wrote in that song about me.
‘Cause you said forever, now I drive alone past your street.

And all my friends are tired
Of hearing how much I miss you, but
I kinda feel sorry for them,
‘Cause they’ll never know you the way that I do. yeah
Today I drove through the suburbs,
And pictured I was driving home to you.

And I know we weren’t perfect,
But I’ve never felt this way for no one. oh
And I just can’t imagine how you could be so okay, now that I’m gone.
I guess you didn’t mean what you wrote in that song about me.
‘Cause you said forever, now I drive alone past your street.

Red lights, stop signs,
I still see your face in the white cars, front yards,
Can’t drive past the places we used to go to.
‘Cause I still fuckin’ love you, babe (ooh, ooh, ooh, ooh).
Sidewalks we crossed,
I still hear your voice in the traffic, we’re laughing
Over all the noise.
God, I’m so blue, know we’re through,
But I still fuckin’ love you, babe (ooh, ooh, ooh, ooh).

I know we weren’t perfect but I’ve never felt this way for no one.
And I just can’t imagine how you could be so okay, now that I’m gone.
‘Cause you didn’t mean what you wrote in that song about me.
‘Cause you said forever, now I drive alone past your street.
Yeah, you said forever, now I drive alone past your street.

Songwriters: Daniel Nigro / Olivia Rodrigo

#339 You Can’t Break My Heart- Kat Edmonson

Now I have nothing left/
Only heartache and regret.

I like the concept of Kat Edmonson’s “You Can’t Break My Heart”. Edmonson sings a song to her lover telling them that she really isn’t heartbroken.  By the sound of her voice we know that’s not true. She’ll admit to heartache and regret, and that her world is falling apart, but “broken” is one step too far for her.

That seems to be an important distinction in her mind. Her heart might be left with a little scar, but it will not break.  We understand that there is a distinction between heartache and a full-on broken heart: the former is temporary and less severe.  But the tone of the song and the tone of her voice lead us to believe she is just putting on a brave face.

You Can't Break My Heart Meaning
Kat Edmonson

The sound of the song is really unique. The first thing we notice is Edmonson’s voice. The best way to describe it is “vintage”. The song sounds like a French woman pulled from the 1940s singing a contemporary song with a Latino vibe…in English. But I like it. I think the Latino vibe comes from the nylon string acoustic guitar in a minor key (I assume)…along with the muted trumpets. It is an interesting combination. I also like the subtle use of the timpani. I wouldn’t mind more timpani in my rock and pop music.

You Can’t Break My Heart Lyrics

What good does true love do?
Why’d I fall in love with you?
You can break a promise but
You can’t break my heart
If I can’t change your mind
You go your way and I’ll go mine
You can tear my world apart but
You can’t break my heart
Who do you think you are
Walkin’ out on me now
You might leave a little scar
Now I have nothing left
Only heartache and regret
Can break promise but
You can’t break my heart
Who do you think you are
Walkin’ out on me now
You might leave a little scar

But you can’t break my heart
You don’t know where to start
You can break a promise but
You can’t break my heart

Songwriters: Zuniga Alfredo Joaquin

#235 If You Could Read My Mind- Gordon Lightfoot

And I will never be set free/
As long as I’m a ghost you can see.

Gordon Lightfoot had a breakup that is not going well. He is a bit of a romantic. He has seen all the love stories and the movies and even though the hero doesn’t always get the girl, he doesn’t remember a story where the hero ends up feeling like this!

If You Could Read My Mind Meaning
Gordon Lightfoot

He feels discarded. She left him for another man. He is still in her world so he feels entangled and unable to move on. This is not how things are supposed to go. If only she understood.

“If You Could Read My Mind” has melodramatic lyrics but anyone who has felt loss can identify with Lightfoot’s lyrics. His imagery in the song and the extended metaphor of him as a jilted actor in a play is really unique. The sound of the song is a wonderful mix of classic folk and soft rock. Having a great voice and accompanying that with a finger-picking acoustic guitar and strings will always be a win in my book. This is an underrated song about heartbreak.

If You Could Read My Mind Lyrics

If you could read my mind love,
What a tale my thoughts could tell.
Just like an old time movie,
About a ghost from a wishing well.

In a castle dark or a fortress strong,
With chains upon my feet,
You know that ghost is me.
And I will never be set free,
As long as I’m a ghost you can see.

If I could read your mind love,
What a tale your thoughts could tell.
Just like a paperback novel,
The kind the drugstore sells.

When you reach the part where the heartaches
Come the hero would be me.
Heroes often fail.
And you won’t read that book again
Because the ending’s just too hard to take.

I walk away like a movie star,
Who gets burned in a three way script.
Enter number two, a movie queen
To play the scene of bringing all the good things out in me.
But for now love lets be real…

I never thought I could act this way,
And I’ve got to say that I just don’t get it.
I don’t know where we went wrong,
But the feelings gone and I just can’t get it back.

If you could read my mind love,
What a tale my thoughts could tell.
Just like an old time movie about a ghost from a wishing well.
In a castle dark or a fortress strong
With chains upon my feet,
The story always ends.
And if you read between the lines,
You’ll know that I’m just trying to understand.
The feeling that you left.

I never thought I could feel this way,
And I’ve got to say that I just don’t get it.
I don’t know where we went wrong,
But the feeling’s gone,
And I just can’t get it back.

Songwriters: Gordon Lightfoot