Top Ten Songs about Getting Ready to Break up or Leave a Relationship

In this list, the songs all deal with people who are getting ready to leave a lover and break up the relationship. Most of the songs lean toward the sad side, but there are a few positive and even one happy song!

“50 Ways to Leave Your Lover” by Paul Simon

In this song, a girl is giving guy advice on how to break up with someone. The song is very upbeat and light-hearted when compared to other break up songs.

Just slip out the back, Jack
Make a new plan, Stan
You don’t need to be coy, Roy
Just get yourself free
Hop on the bus, Gus
You don’t need to discuss much
Just drop off the key, Lee
And get yourself free

“Apart” by Brandy

In “Apart,” the narrator is explaining why she is about to leave. She says I never do anything that pleases you / So maybe we are better off apart / I don’t wanna argue anymore / So maybe we are better off apart.”

That is why I’m leaving
Sorry, cannot fix it
You’ll regret everything
You’ll be looking for me
You never listen to me
You never really loved me
I’ve done ev’rything I could
You did not meet me halfway. Why?

I never do anything that pleases you
So maybe we are better off apart
I don’t wanna argue anymore
So maybe we are better off apart

“Change of Heart” by Jim Brickman & Olivia Newton-John

Olivia Newton-John sings this Jim Brickman song about someone who is conflicted about her relationship. She needs time and distance, but realizes that this may end her relationship. As the lyrics say “For years you have been my best friend / I thought that would always be.” But she realizes that she can’t hide the way she really feels anymore.

Cause where I’ll go
And what I’ll do
I just can’t see my life without you
If I follow my heart
Will you still be my friend if we break apart?
How do I make
How will you take my change of heart?

Moving on
It’s gonna take some time
When I’m gone
You might have a change of mind
Gotta take the chance
No matter what I find

“Don’t Think Twice It’s All Right” by Bob Dylan

This Bob Dylan song is all about saying goodbye. He makes it clear that “But I wish there was somethin’ you would do or say / To try and make me change my mind and stay” but in the end, nothing changes.

So long honey, babe
Where I’m bound, I can’t tell
Goodbye’s too good a word, babe
So I’ll just say fare thee well
I ain’t saying you treated me unkind
You could have done better but I don’t mind
You just kinda wasted my precious time
But don’t think twice, it’s all right.

“But I Will” by Faith Hill

In this country song by Faith Hill, the woman has had enough of her lover breaking her heart. She’s putting her foot down–on the other side of the door. She’s tired of having her heart ripped to shreds and is finally standing up for herself.

Remember when I said the next time would be the last time
That time came this mornin’ when you came in
You always had a line to change my mind
So I guess you thought I’d just let you break my heart again

I don’t want to stop lovin’ you… but I will
I don’t like wakin’ up alone… but I will
You’re the only one who can make my heart stand still
I don’t want to let you go… but I will

“I Can’t Find the Words to Say Goodbye” by Billy Dean and David Gates

In this song, the narrator is knows he has to leave, but he’s struggling with it. He says “know I have to go / There’s no other way / But goodbye is not what I / Can bring myself to say.”

I tell her “see you later”
but then I might be wrong
This voice inside is driving me
To find where I belong
I know I must leave her now

“It’s All Over Now” by Rolling Stones

“It’s All Over Now” was originally recorded by an American R&B band called The Valentinos, but the Rolling Stones version ended up being more popular. It was written by Bobby Womack, who didn’t like what the Stones did with his song—until he got his royalty checks!

Well, she used to run around with every man in town
Spent all my money playing a high class game
She put me out, it was a pity how I cried
The tables turning now, her turn to cry

Because I used to love her, but it’s all over now
Because I used to love her, but it’s all over now

“Sticks and Stones” by Tracy Lawrence

In this song, the narrator is leaving his wife because he’s tired of her not loving him. he realizes that “These sticks and stones ain’t all that makes a home / They don’t have arms to hold you when love goes wrong.” While he’s walking out the door, the woman gets in one last dig with “Now you say, we are through / But the words you said just tore my heart in two.”

You can take the house and everything in it
Keep the diamond ring cause that’s how I meant it
Sticks and stones are all they ever were to me
This material life with all it’s value
Don’t mean a thing to me with you
The love that we once had is all I need
So take everything we have if it makes you happy
But darlin’ let me say before I leave

“This Is Me Leaving You” by Mary Chapin Carpenter

The narrator is actually instructing a woman on how to walk out the door. She’s sort of a voice of encouragement trying to give the person the strength she needs to do what’s best for her.

This is your voice of reason
This is your voice of calm
This is your heart that’s speaking
Saying the time has come
Here is your pride and grace now
Here is your strength and soul
Everything’s at the ready, you’re finally good to go
Now tell him there’s one last thing that you forgot to do
This is me leaving you, this is me leaving you

“Tomorrow” by Brandy

Brandy has a number of good break up songs, including two on this list. “Tomorrow” is about a woman who is getting ready to leave her relationship. As she says “So long to all my pain / Goodnight to my heartache / Goodbye, sorrow / I won’t cry no more / I’m leaving.”

If you would only treat me right
I’d stay here by your side
But I am down to my last cry
So I’m leaving you–goodbye
You turned away from opportunities
To sit and talk things through
But, now, when I say I’m leaving you
You have so much to prove

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