The Best of Taylor Swift Break Up Songs to Heal Your Broken Heart

Taylor Swift is one of the best singer-songwriters of our generation. She brought us the ultimate breakup anthem to cry with beautifully.

If you currently just broke up or miss someone or just had a painful love story, here’s the Taylor Swift break up songs for your playlist!

Taylor Swift Break Up Songs to Hug Your Heart 

We want to have a successful relationship, a romantic kinship with your loved ones, and a happy ending like those couples in the 90’s rom-com movies. 

But, things didn’t always go the way you wanted. You thought he/she was the one, but nah. Or, you’ve been in an on-and-off treacherous relationship that you finally cut the knot of. 

That breaks your heart but at least in every sad beautiful tragic love story, you can express yourself by singing Taylor Swift songs for ex boyfriends loudly. 

Add these Taylor Swift sad songs playlist to calm and warm your heart! 

Taylor Swift Break Up Songs from ‘Taylor Swift’ Album (2006)

The young Taylor Swift is badass and we love it. The lyrics from her first album are honest, romantic, deep, and brutal at the same time. 

1. Picture To Burn

This is the song you scream when your ex really really gets you mad and it’s time to burn their pictures! 

I hate that stupid old pickup truck

You never let me drive

You’re a redneck heartbreak

Who’s really bad at lying

So watch me strike a match

On all my wasted time

As far as I’m concerned

You’re just another picture to burn!

2. Cold As You

This is the sad song about someone who ruin your perfect days, never cares about you, and gives you nothing. 

Oh, what a shame, what a rainy ending given to a perfect day

So just walk away, ain’t no use defending words that you will never say

And now that I’m sitting here thinking it through

I’ve never been anywhere cold as you

3. Should’ve Said No

This is the angry breakup song. Please, watch her performance for this song, so rock and roll. 

You should’ve said “No”, you should’ve gone home

You should’ve thought twice ‘fore you let it all go

You should’ve known that word

‘Bout what you did with her’d

Get back to me (get back to me).

And I should’ve been there in the back of your mind

I shouldn’t be asking myself, “Why?”

You shouldn’t be begging for forgiveness at my feet…

You should’ve said “No”, baby, and you might still have me

4. A Perfectly Good Heart

This is when you wonder why he broke your heart. This is the song about the first heartbreak of your life. 

Why would you wanna break a perfectly good heart?

Why would you wanna take our love and tear it all apart, now?

Why would you wanna make the very first scar?

Why would you wanna break a perfectly good heart?

It’s not unbroken anymore

How do I get it back the way it was before?

5. Tim McGraw

Well, this is not directly a breakup song. This is still a romantic song but I feel like I might send this song to my ex and wish he still thinks of me when he listens to Taylor Swift songs somewhere. 

But when you think Tim McGraw

I hope you think my favorite song

The one we danced to all night long

The moon like a spotlight on the lake

When you think happiness

I hope you think that little black dress

Think of my head on your chest

And my old faded blue jeans

When you think Tim McGraw

I hope you think of me

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Taylor Swift Break Up Songs from ‘Fearless’ Album (2008)

Taylor Swift re-released this album on April 9, 2021 entitled ‘Fearless (Taylor’s Version)’. 

1. Forever & Always

That guy broke his promises when he said ‘forever and always’ then you sing this song so he’ll know how bad he makes you feel. 

And I stare at the phone

He still hasn’t called

And then you feel so low

You can’t feel nothing at all

And you flashback to

When he said “forever and always”

Oh, and it rains in your bedroom

Everything is wrong

It rains when you’re here

And it rains when you’re gone

I was there when you said “forever and always”

2. White Horse

He broke up with you after everything and now he’s asking you back. Nope. Here’s the Taylor Swift break up song for him! 

That I’m not a princess, this ain’t a fairytale

I’m not the one you’ll sweep off her feet

Lead her up the stairwell

This ain’t Hollywood, this is a small town

I was a dreamer before you went and let me down

Now it’s too late for you and your white horse to come around

3. Breathe

This could be the song about a breakup but deeper than that, this is a sad song when you lose someone who is so important to you, the farewell song. That losing them got you breathless and life couldn’t be the same without them. 

And we know it’s never simple, never easy

Never a clean break, no one here to save me

You’re the only thing I know like the back of my hand

And I can’t breathe without you, but I have to

Breathe without you, but I have to

4. You’re Not Sorry

Ugly crying over this song cause it’s painful but true. 

But you don’t have to call anymore

I won’t pick up the phone

This is the last straw

Don’t wanna hurt anymore

And you can tell me that you’re sorry

But I don’t believe you baby

Like I did before

You’re not sorry… no, no, no

5. The Way I Loved You

You reminisced about how good it was. It doesn’t work for the two of you but it was beautiful the way you loved him. 

I miss screaming and fighting and kissing in the rain

It’s 2 AM and I’m cursing your name

I’m so in love that I acted insane

And that’s the way I loved you

Breaking down and coming undone

It’s a roller coaster kind of rush

And I never knew I could feel that much

And that’s the way I loved you oh, oh

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Taylor Swift Break Up Songs from ‘Speak Now’ Album (2010)

We are still waiting for the Speak Now Taylor’s Version. This album is magical. 

1. Back To December

You just realize how good he was, how perfect he was, how beautiful it was, when he was already gone. You wish to go back in time when he was with you and you wanna treat him better. 

Even when you finally healed, this will forever be your anthem in December! 

But this is me swallowing my pride

Standing in front of you, saying, “I’m sorry for that night.”

And I go back to December

It turns out freedom ain’t nothing but missing you

Wishing I’d realized what I had when you were mine

I’d go back to December, turn around and make it all right

I’d go back to December, turn around and change my own mind

2. Dear John

This is one of the saddest Taylor Swift songs for ex boyfriend. 

Dear John

I see it all now that you’re gone

Don’t you think I was too young to be messed

With?

The girl in the dress

Cried the whole way home

I should’ve known

3. The Story of Us

Now I’m standing alone in a crowded room and we’re not speaking

And I’m dying to know if it’s killing you like it’s killing me, yeah?

I don’t know what to say, since the twist of fate when it all broke down

And the story of us looks a lot like a tragedy now

4. Better Than Revenge

Someone steals your boyfriend, so there’s nothing I do better than revenge.

Soon she’s gonna find

Stealing other people’s toys

On the playground won’t make you many friends

She should keep in mind

She should keep in mind

There is nothing I do better than revenge

5. Last Kiss

So I’ll go sit on the floor

Wearing your clothes

All that I know is

I don’t know how to be something you miss

I never thought we’d have a last kiss

I never imagined we’d end like this

Your name, forever the name on my lips

6. Haunted

Come on, come on, don’t leave me like this

I thought I had you figured out

Something’s gone terribly wrong

You’re all I wanted

Come on, come on, don’t leave me like this

I thought I had you figured out

Can’t breathe whenever you’re gone

Can’t turn back now, I’m haunted

7. If This Was A Movie

Come back, come back, come back to me like

You would, you would if this was a movie

Stand in the rain outside ’til I came out

Come back, come back, come back to me like

You could, you could if you just said you’re sorry

I know that we could work it out somehow

But if this was a movie you’d be here by now

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Taylor Swift Break Up Songs from ‘RED’ Album (2012)

RED is a powerful album. Ah, can’t explain. This album holds many breakup songs but in a more mature point of view. 

Taylor Swift re-released this album on November 12, 2021 entitled ‘Red (Taylor’s Version)’. 

1. Red

Touching him was like realizing all you ever wanted was right there in front of you

Memorizing him was as easy as knowing all the words to your old favorite song

Fighting with him was like trying to solve a crossword and realizing there’s no right answer

Regretting him was like wishing you never found out that love could be that strong

Losing him was blue like I’d never known

Missing him was dark grey all alone (whoa)

Forgetting him was like trying to know somebody you never met

But loving him was red

2. I Knew You Were Trouble

‘Cause I knew you were trouble when you walked in

So shame on me now

Flew me to places I’d never been

‘Til you put me down, oh

I knew you were trouble when you walked in

So shame on me now

Flew me to places I’d never been

Now I’m lying on the cold hard ground

Oh, oh, trouble, trouble, trouble

Oh, oh, trouble, trouble, trouble

3. All Too Well

Don’t debate me when I say All Too Well is the most heartbreak song of hers. It tells a story, some deep feeling, pain, love, just something that relates to you. I am crying. 

‘Cause there we are again in the middle of the night

We’re dancing ’round the kitchen in the refrigerator light

Down the stairs, I was there, I remember it all too well, yeah

Maybe we got lost in translation, maybe I asked for too much

But maybe this thing was a masterpiece ’til you tore it all up

Running scared, I was there, I remember it all too well

4. I Almost Do

I bet this time of night you’re still up

I bet you’re tired from a long hard week

I bet you’re sitting in your chair by the window looking out at the city

And I bet sometimes you wonder about me

And I just wanna tell you

It takes everything in me not to call you

And I wish I could run to you

And I hope you know that every time I don’t

I almost do

I almost do

5. We Are Never Ever Getting Back Together

I remember when we broke up the first time

Saying, “This is it, I’ve had enough,” ’cause like

We hadn’t seen each other in a month

When you said you needed space. (What?)

Then you come around again and say

“Baby, I miss you and I swear I’m gonna change, trust me.”

Remember how that lasted for a day?

I say, “I hate you,” we break up, you call me, “I love you.”

Ooh, we called it off again last night

But ooh, this time I’m telling you, I’m telling you

We are never ever ever getting back together

We are never ever ever getting back together

You go talk to your friends, talk to my friends, talk to me

But we are never ever ever ever getting back together

6. The Last Time (feat. Gary Lightbody)

This is the last time I’m asking you this

Put my name at the top of your list

This is the last time I’m asking you why

You break my heart in the blink of an eye, eye, eye

7. Sad Beautiful Tragic

Distance, timing, breakdown, fighting

Silence, the train runs off its tracks

Kiss me, try to fix it, could you just try to listen?

Hang up, give up and for the life of us we can’t get back

A beautiful magic love there

What a sad beautiful tragic, beautiful tragic, beautiful

8. The Moment I Knew

What do you say

When tears are streaming down your face

In front of everyone you know?

And what do you do when the one

Who means the most to you

Is the one who didn’t show?

You should’ve been here

And I would’ve been so happy

9. Come Back… Be Here

And this is when the feeling sinks in

I don’t wanna miss you like this

Come back… be here, come back… be here

I guess you’re in New York today

I don’t wanna need you this way

Come back… be here, come back… be here

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Taylor Swift Break Up Songs from ‘1989’ Album (2014)

We are still waiting for the 1989 Taylor’s Version. This album is her first pop album and it hits differently. 

Here are some Taylor Swift heartbreak songs on this album: 

1. Style 

You got that long hair, slicked back, white t-shirt

And I got that good girl faith and a tight little skirt

And when we go crashing down, we come back every time

‘Cause we never go out of style

We never go out of style

2. Out Of The Woods

Looking at it now

Last December (last December)

We were built to fall apart

Then fall back together (back together)

Ooh, your necklace hanging from my neck

The night we couldn’t quite forget

When we decided (we decided)

To move the furniture so we could dance

Baby, like we stood a chance

Two paper airplanes flying, flying, flying

And I remember thinkin’

Are we out of the woods yet?

3. All You Had To Do Was Stay

Stay

Hey, all you had to do was stay

Had me in the palm of your hand

Then why’d you have to go and lock me out when I let you in?

Stay

Hey, now you say you want it back

Now that it’s just too late

Well, could’ve been easy

All you had to do was stay

4. I Wish You Would

I wish you would come back

Wish I never hung up the phone like I did

I wish you knew that I’d never forget you as long as I live

And I wish you were right here, right now, it’s all good

I wish you would

5. Wildest Dreams

Say you’ll remember me

Standin’ in a nice dress

Starin’ at the sunset, babe

Red lips and rosy cheeks

Say you’ll see me again

Even if it’s just in your

Wildest dreams, ah, ha

Wildest dreams, ah, ha

Taylor Swift Break Up Songs from ‘Reputation’ Album (2017)

Reputation is the album she released after she disappeared from the public eye for a year or more following her dispute with Kim Kardashian and Kanye West in 2016.

If you listen carefully, this album has a darker tone but the lyrics are still magically romantic. 

Most of the songs in Reputation are about her lover Joe for staying and loving her right even when her reputation seems to be ruined in public and media.

And yes, there are less Taylor Swift songs for ex boyfriends on this album. 

1. Getaway Car

You were driving the getaway car

We were flying, but we’d never get far

Don’t pretend it’s such a mystery

Think about the place where you first met me

We’re riding in a getaway car

There were sirens in the beat of your heart

Should’ve known I’d be the first to leave

Think about the place where you first met me

In a getaway car

No, they never get far

No, nothing good starts in a getaway car

We are still waiting for the Reputation Taylor’s Version and all the songs from her vault. 

Taylor Swift Break Up Songs from ‘Lover’ Album (2019)

Reputation was dark and deep. In the Lover album, she came back to be that lovely woman. That snake transformed into colorful butterflies. 

Though the title is Lover, there are still Taylor Swift heartbreak songs on this album. 

But here, she challenged herself if she can still write sad songs when she’s happily in love. And she did perfectly. The song called Cruel Summer is my favorite. 

1. Cruel Summer

I’m drunk in the back of the car

And I cried like a baby coming home from the bar (Oh)

Said, “I’m fine,” but it wasn’t true

I don’t wanna keep secrets just to keep you

And I snuck in through the garden gate

Every night that summer just to seal my fate (Oh)

And I scream, “For whatever it’s worth

I love you, ain’t that the worst thing you ever heard?”

He looks up, grinning like a devil

2. Cornelia Street

And I hope I never lose you, hope it never ends

I’d never walk Cornelia Street again

That’s the kinda heartbreak time could never mend

I’d never walk Cornelia Street again

And baby, I get mystified by how this city screams your name

And baby, I’m so terrified of if you ever walk away

I’d never walk Cornelia Street again

I’d never walk Cornelia Street again

3. Death By A Thousand Cuts

My heart, my hips, my body, my love

Tryna find a part of me that you didn’t touch

Gave up on me like I was a bad drug

Now I’m searching for signs in a haunted club

Our songs, our films, united we stand

Our country, guess it was a lawless land

Quiet my fears with the touch of your hand

Paper cut stings from our paper-thin plans

My time, my wine, my spirit, my trust

Tryna find a part of me you didn’t take up

Gave you so much, but it wasn’t enough

But I’ll be alright, it’s just a thousand cuts

4. False God

But we might just get away with it

Religion’s in your lips

Even if it’s a false god

We’d still worship

We might just get away with it

The altar is my hips

Even if it’s a false god

We’d still worship this love

We’d still worship this love

We’d still worship this love

Taylor Swift Break Up Songs from ‘folklore’ Album (2020)

Folklore is the surprise album that no one expected but she did on July 24, 2020. Taylor wrote on Instagram, “Tonight at midnight I’ll be releasing my entire brand new album of songs I’ve poured all of my whims, dreams, fears, and musings into.”

This is the perfect album to listen to during rainy days, or at midnight, or when you are alone in your room or on the train or while staring at the sky or lake or trees or old paintings. 

At this point, Taylor Swift made up characters and stories that she sings like folklore. 

1. the 1

But we were something, don’t you think so?

Roaring twenties, tossing pennies in the pool

And if my wishes came true

It would’ve been you

In my defense, I have none

For never leaving well enough alone

But it would’ve been fun

If you would’ve been the one

2. cardigan

And when I felt like I was an old cardigan under someone’s bed

You put me on and said I was your favorite

3. exile (feat. Bon Iver)

I think I’ve seen this film before

And I didn’t like the ending

You’re not my homeland anymore

So what am I defendin’ now?

You were my town

Now I’m in exile seein’ you out

I think I’ve seen this film before

4. my tears ricochet

I didn’t have it in myself to go with grace

‘Cause when I’d fight, you used to tell me I was brave

And if I’m dead to you why are you at the wake?

Cursing my name

Wishing I stayed

Look at how my tears ricochet

5. august

But I can see us

Lost in the memory

August slipped away into a moment in time

‘Cause it was never mine

And I can see us twisted in bedsheets

August sipped away

Like a bottle of wine

‘Cause you were never mine

6. this is me trying

They told me all of my cages were mental

So I got wasted like all my potential

And my words shoot to kill when I’m mad

I have a lot of regrets about that

I was so ahead of the curve, the curve became a sphere

Fell behind all my classmates and I ended up here

Pourin’ out my heart to a stranger

But I didn’t pour the whiskey

I just wanted you to know

That this is me trying

I just wanted you to know

That this is me trying

7. illicit affairs

And you wanna scream

Don’t call me “kid”

Don’t call me “baby”

Look at this godforsaken mess that you made me

You showed me colors you know I can’t see with anyone else

Don’t call me “kid”

Don’t call me “baby”

Look at this idiotic fool that you made me

You taught me a secret language I can’t speak with anyone else

And you know damn well

For you I would ruin myself

…a million little times

8. betty

Betty, I know where it all went wrong

Your favorite song was playing from the far side of the gym

I was nowhere to be found, I hate the crowds, you know that

Plus, I saw you dance with him

You heard the rumors from Inez

You can’t believe a word she says

Most times, but this time it was true

The worst thing that I ever did

Was what I did to you

9. hoax

Stood on the cliffside

Screaming, “Give me a reason”

Your faithless love’s the only hoax

I believe in

Don’t want no other shade of blue

But you

No other sadness in the world would do

Taylor Swift Break Up Songs from ‘evermore’ Album (2020)

Yes, she released 2 albums in a year. Folklore and Evermore are the twin albums we love and we embrace because those helped us in a magical way during the cruel pandemic. 

Couples breaking up during the pandemic added more pain in the heart where it hurts the most. 

1. champagne problems

Your Midas touch on the Chevy door

November flush and your flannel cure

“This dorm was once a madhouse”

I made a joke, “Well, it’s made for me”

How evergreen, our group of friends

Don’t think we’ll say that word again

And soon they’ll have the nerve to deck the halls

That we once walked through

One for the money, two for the show

I never was ready, so I watch you go

Sometimes you just don’t know the answer

‘Til someone’s on their knees and asks you

“She would’ve made such a lovely bride

What a shame she’s fucked in the head,” they said

But you’ll find the real thing instead

She’ll patch up your tapestry that I shred

2. ’tis the damn season

We could call it even

You could call me “babe” for the weekend

‘Tis the damn season, write this down

I’m staying at my parents’ house

And the road not taken looks real good now

Time flies

Messy as the mud on your truck tires

Now I’m missing your smile, hear me out

We could just ride around

And the road not taken looks real good now

And it always leads to you and my hometown

3. evermore (feat. Bon Iver)

Can’t not think of all the cost

And the things that will be lost

Oh, can we just get a pause?

To be certain we’ll be tall again

Whether weather be the frost

Or the violence of the dog days

I’m on waves, out being tossed

Is there a line that I could just go cross?

4. right where you left me

Help, I’m still at the restaurant

Still sitting in a corner I haunt

Cross-legged in the dim light

They say, “What a sad sight,” I

I swear you could hear a hair pin drop

Right when I felt the moment stop

Glass shattered on the white cloth

Everybody moved on, I, I stayed there

Dust collected on my pinned-up hair

They expected me to find somewhere

Some perspective, but I sat and stared

Right where you left me

5. it’s time to go

Sometimes giving up is the strong thing

Sometimes to run is the brave thing

Sometimes walking out is the one thing

That will find you the right thing

Sometimes giving up is the strong thing

Sometimes to run is the brave thing

Sometimes walking out is the one thing

That will find you the right thing

6. coney island

And I’m sitting on a bench in Coney Island wondering where did my baby go?

The fast times, the bright lights, the merry go

Sorry for not making you my centerfold

Over and over

Lost again with no surprises

Disappointments, close your eyes

And it gets colder and colder

When the sun goes down

Taylor Swift Break Up Songs from ‘Fearless (Taylor’s Version)’ Album (2021)

The Vault is title given from Taylor’s unreleased songs in the past, that now finally released on her re-recordings.

1. Mr. Perfectly Fine (Taylor’s Version) (From The Vault)

Hello Mr. “Perfectly fine”

How’s your heart after breaking mine?

Mr. “Always at the right place at the right time,” baby

Hello Mr. “Casually cruel”

Mr. “Everything revolves around you”

I’ve been Miss “Misery” since your goodbye

And you’re Mr. “Perfectly fine”

2. We Were Happy (Taylor’s Version) (From The Vault)

When it was good, baby, it was good, baby

We showed ’em all up

No one could touch the way we laughed in the dark

Talking ’bout your daddy’s farm we were gonna buy someday

And we were happy

We were happy

3. Bye Bye Baby (Taylor’s Version) (From The Vault)

It wasn’t just like a movie

The rain didn’t soak through my clothes, down to my skin

I’m driving away and I, I guess you could say

This is the last time I’ll drive this way again

Lost in the gray and I try to grab at the fray

‘Cause I, I still love you but I can’t

Bye, bye, to everything I thought was on my side

Bye, bye, baby

I want you back but it’s come down to nothing

And all I have is your sympathy

‘Cause you took me home but you just couldn’t keep me

Bye, bye, baby

Bye, bye, baby

Taylor Swift Break Up Songs from ‘RED (Taylor’s Version)’ Album (2021)

A Message From Taylor: “Musically and lyrically, Red resembled a heart-broken person. It was all over the place. A fractured mosaic of feelings that somehow all fit together in the end. Happy, free, confused, lonely, devastated, euphoric, wild. And tortured by memories past. These are the original thirty songs that were meant for Red. I love you guys”.

Here are the lists of Taylor Swift heartbreak songs from RED (Taylor’s Version) (The Vault):

1. Better Man (Taylor’s Version) (From The Vault)

Sometimes, in the middle of the night, I can feel you again

But I just miss you, and I just wish you were a better man

And I know why we had to say goodbye like the back of my hand

But I just miss you, and I just wish you were a better man

A better man

2. Babe (Taylor’s Version) (From The Vault)

You really blew this, babe

We ain’t getting through this one, babe

This is the last time I’ll ever call you, babe (This is the last time, this is the last time)

This is the last time I’ll ever call you, babe

(What about your promises, promises, promises?)

3. I Bet You Think About Me (Taylor’s Version) (From The Vault) (feat. Chris Stapleton)

I bet you think about me when you’re out

At your cool indie music concerts every week

I bet you think about me in your house

With your organic shoes and your million-dollar couch

I bet you think about me when you say

“Oh my god, she’s insane, she wrote a song about me”

I bet you think about me

4. All Too Well (10 Minute Version) (Taylor’s Version) (From The Vault)

THIS IS THE BEST SONG. THIS IS IT. I’M CRYING LIKE NOOO. 

They say all’s well that ends well, but I’m in a new Hell

Every time you double-cross my mind

You said if we had been closer in age maybe it would have been fine

And that made me want to die

The idea you had of me, who was she?

A never-needy, ever-lovely jewel whose shine reflects on you

Not weeping in a party bathroom

Some actress asking me what happened, you

That’s what happened, you

You who charmed my dad with self-effacing jokes

Sipping coffee like you’re on a late-night show

But then he watched me watch the front door all night, willing you to come

And he said, “It’s supposed to be fun turning twenty-one”

Taylor Swift Break Up Songs from ‘Midnights’ Album (2022)

Taylor’s message: “Midnights tells the stories of thirteen sleepless nights scattered throughout my life. I hope you like it and, wherever you are, you’ll meet me at midnight.”

Midnights (3am Edition) features 8 bonus tracks. 

1. Would’ve, Could’ve, Should’ve

If clarity’s in death, then why won’t this die?

Years of tearing down our banners, you and I

Living for the thrill of hitting you where it hurts

Give me back my girlhood, it was mine first

And I damn sure never would’ve danced with the devil

At nineteen, and the god’s honest truth is that the pain was heaven

And now that I’m grown, I’m scared of ghosts

Memories feel like weapons

And now that I know

I wish you’d left me wondering

2. Maroon

The burgundy on my t-shirt when you splashed your wine into me

And how the blood rushed into my cheeks, so scarlet, it was

The mark they saw on my collarbone

The rust that grew between telephones

The lips I used to call home

So scarlet, it was maroon

3. Midnight Rain

He was sunshine

I was midnight rain

He wanted it comfortable

I wanted that pain

He wanted a bride

I was making my own name

Chasing that fame

He stayed the same

All of me changed

Like midnight

4. High infidelity

High infidelity

Put on your records and regret me

I bent the truth too far tonight

I was dancing around, dancing around it

High infidelity

Put on your headphones and burn my city

Your picket fence is sharp as knives

I was dancing around, dancing around it

That’s all my favorite Taylor Swift heartbreak songs. I just love her and her work. Those masterpieces are like bright stars in my darkest night. Thank you Taylor and team. 

Author: Terdevan

I'll write to you. A super-long letter, like in an old-fashioned novel.” — Haruki Murakami

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