Taylor Swift just released her re-recorded Fearless album and it’s got us all up in
our feels ALL over again. Now that we’re reliving this era, we’re gonna rank the
most heartbreaking songs on the album. Grab the tissues and join me!
On Friday, Taylor Swift dropped her brand new “Taylor’s Version” of her Fearless
album 13 years after its original release.
Obviously, Taylor chose a 13 year anniversary for her first re-recorded album release and
we love her for it.
But as we’ve been spending some time with these new versions of our favorite old songs,
it’s brought us back to a time when we were teenagers sobbing over our crush who wouldn’t
A-I-M us back.
And how cool is it that teenagers nowadays also get to experience this music and cry
all over again with us!
“Are you crying, no I just have something in both of my eyes.”
Yes, crying to Taylor Swift music is and always will be cool, don’t @ me.
So here at Clevver, we decided to rank the top four most gut wrenching songs on Fearless,
in no particular order.
And we know, they all make us cry, but here are our picks for the most heartbreaking Fearless
tracks, starting with Fifteen.
Fifteen will always be one of those songs that makes our eyes fill with tears no matter
where or when we hear it.
And we’re not alone in that. Taylor has admitted to CMT Radio that she cried while
recording this song explaining that the song is about her best friend Abigail’s first
major heartbreak. (file: screenshot_1.png)
At the time Taylor said, "I'm not likely to cry over something I've gone through, even
if it's the worst breakup ever. Maybe I haven't had that breakup yet. Maybe there will be
a breakup where I'll just cry every time I think of it. But the things that make me cry
are when the people I love have gone through pain and I've seen it.”
In the song Taylor gets into this experiencing singing, “And Abigail gave everything she
had / To a boy who changed his mind / And we both cried.”
But the most heartbreaking lyric in the song is in the chorus when Taylor simply sings,
“'Cause when you're fifteen and somebody tells you they love you / You're gonna believe
them.”
Why does that one line still get me choked up every time?!
Speaking of heartbreak, the next track we’re gonna discuss is “You’re Not Sorry.”
I’m sure that would be on plenty of your lists as well.
You’re Not Sorry is one of the many tracks on the Fearless album that Taylor wrote completely
on her own.
Heartbreaking, emotional, vulnerable songs like this is what made it so upsetting that
Taylor didn’t own the rights to her music in the first place.
But we’re glad she’s re-releasing the music and it sounds just as incredible as
it did the first time we heard these songs.
Ok, so back to the You’re Not Sorry lyrics.
Let’s just dive into the entire chorus of this song as well. Taylor sings “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.”
Whew that still cuts deep.
According to Genius, Taylor has opened up about what this gut wrenching song is about.
She said “It is about this guy who turned out to not be who I thought I was. He came
across as prince charming. Well, it turned out prince charming had a lot of secrets that
he didn’t tell me about. And one by one, I would figure them out. I would find out
who he really was.”
Taylor said she wrote You’re Not Sorry when she finally hit her breaking point and walked
away from this hurtful relationship.
And we can feel it every time we listen to the song, so before I start sobbing, let’s
move on!
Next up, let’s talk about an equally sad song, “White Horse.”
You could pretty much argue almost every song on the Fearless album should make this list,
but I think most of us would agree that White Horse gets us all up in our feels.
Taylor spoke to Billboard about White Horse and said that it quote, “talks about falling
in love and the fairy tales that you are going to have with this person, and then there is
that moment where you realize that it is not going to happen. That moment is the most earth
shattering moment.”
In the song Taylor calls herself “naive” and said that she “honestly believed”
in that person and I think we have all been there before where we believed someone in
a relationship when we shouldn’t have.
This song perfectly encapsulates the feeling of being let down by love and there really
is no one who has been able to capture emotions like this in a song the way Taylor does.
As sad as these songs are, it really is such a treat to get to dive into the lyrics and
feel like we’re experiencing them for the first time all over again.
And last but certainly not least, we picked Taylor’s song “Breathe” to round out
this list.
This wasn’t an easy list to make because like we said, every song really could be on
here, but we really didn’t think it was complete without “Breathe.”
When the song first came out, Taylor spoke to That’s Country about the track saying
that it’s “a song about having to say goodbye to somebody, but it never blames anybody.
Sometimes that’s the most difficult part. When it’s nobody’s fault.”
And Taylor sings about that in the third verse in the song as the lyrics go “Never wanted
this, never wanna see you hurt / Every little bump in the road, I tried to swerve, But people
are people and sometimes it doesn't work out / Nothing we say is gonna save us from the
fall out.”
Another experience where I think we can all say we’ve been there, done that, or at least
we’ve seen a friend go through something similar.
And with that, we’re going to go spend the rest of our day listening to the new Taylor’s
version of the Fearless album with our box of tissues.
If you’re like us and just can’t get enough Taylor Swift, click right over here for another
Clevver News video. Also, let us know down in the comments
below what your top four most heartbreaking songs from Fearless are. I’m your host
Sussan Mourad, you can find me on Instagram @Sussan_Mourad, bye guys!