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Taylor Swift 30-Day Song Challenge

Calling all Swifties!

By Dharrsheena Raja SegarranPublished 2 years ago Updated 3 months ago 7 min read
Photo by Omid Armin on Unsplash

Can you imagine my excitement when I found this ‘Taylor Swift 30-Day Song Challenge’ on Pinterest? I decided right away that I’m going to do this.

Image from Pinterest

Before I delve into the challenge, let me provide some information about Taylor Swift.

Taylor Alison Swift is an American singer-songwriter who is well-known for her narrative songwriting which is often inspired by her personal life. from

As of now, she has a total of nine albums released which spans multiple genres such as country, pop, folk, rock, and alternative.

Normally, for these kinds of song challenges, we are supposed to post the song for each respective day on our social media.

Well, instead of doing that, I decided to write about it. Now, let’s get into the challenge.

DAY 1: Your Favourite Song from Evermore

Champagne Problems. This song is about a rejected proposal.

My favourite line is:

One for the money, two for the show
I never was ready, so I watched you go

Did you know that this line was actually inspired by a mid-1800 children’s poem? Children during that time used this poem as a countdown to start a race or competition. It goes like this:

One for the money, two for the show
Three to get ready and four to go

DAY 2: Your Favourite Music Video

I Bet You Think About Me (from The Vault) in the re-recording of the album Red. I loved the fact that at an all-white wedding, most of Taylor’s outfits were red, which is my favourite colour.

My favourite line is:

But now that we're done and it's over
I bet you couldn't believe
When you realized I'm harder to forget, than I was to leave
And I bet you think about me

DAY 3: Your Favourite Song from Folklore

August. I loved the way forlorn hope was portrayed in this song.

My favourite line is:

'Cause you weren't mine to lose

DAY 4: A Song That Mentions a Name

Hey Stephen from the album Fearless. Taylor wrote this song about a guy she had a crush on and never told him about it. Instead, she wrote down everything and made it a song.

My favourite line is:

The way you walk, way you talk, way you say my name
It's beautiful, wonderful, don't you ever change

DAY 5: Your Favourite Track 5

Delicate from the album Reputation. This song is about a new relationship that is still in the beginning stage.

My favourite line is:

Is it cool that I said all that?
Is it chill that you're in my head?
'Cause I know that it's delicate (Delicate)

DAY 6: Your Favourite Song from Lover

Daylight. This song is about learning to trust, move on from the pain of betrayal and the regret of hurting others, and learn to forgive.

My favourite line is:

I wounded the good and I trusted the wicked

DAY 7: A Song That Reminds You of Good Times

Blank Space from the album 1989. The media was labelling Taylor as a serial dater who wrote songs to get emotional revenge on her ex-boyfriends. So she wrote this song in response to the media.

My favourite line is:

Boys only want love if it's torture

DAY 8: Your Favourite Song from Reputation

Dancing With Our Hands Tied. This song is about the sadness that comes from not being able to live our life the way we want to because everyone keeps talking and criticizing us.

My favourite line is:

Picture of your face in an invisible locket

DAY 9: Your Favourite Song from 1989

Wildest Dreams. This song is about a relationship that is foreseen to be doomed to end but she isn’t ready to let go and she hopes he wouldn’t forget her.

My favourite line is:

Someday when you leave me
I bet these memories
Follow you around

DAY 10: A Song That Mentions Fire or Water

This Love from the album 1989. This song is the epitome of the saying “If you love someone, let them go. If they return, they were always yours”.

My favourite line is:

Skies grew darker
Currents swept you out again
And you were just gone and gone, gone and gone

DAY 11: A Song That Reminds You of the Bad Times

Haunted from the album Speak Now. This song is about realizing that the person you’re in love with is drifting away from you.

My favourite line is:

Stood there and watched you walk away
From everything we had

DAY 12: Your Quarantine Anthem

Exile from the album Folklore. This song is a reminder that emotions are complex. When a relationship ends, feelings may take a very long time to fade.

My favourite line is:

I think I've seen this film before
And I didn't like the ending

DAY 13: A Song That Mentions a Number

Come Back...Be Here from the album Red. This song is about a long-distance relationship.

My favourite line is:

This is falling in love in the cruelest way

DAY 14: Your Favourite Song from Red

I Knew You Were Trouble. This song is about being heartbroken due to getting into that relationship despite seeing all the red flags.

My favourite line is:

Pretends he doesn't know
That he's the reason why
You're drowning

DAY 15: A Song That Breaks Your Heart

The Story of Us from Speak Now. This song is about an awkward encounter with an ex-partner where both parties tried their best to ignore each other.

My favourite line is:

How I was losing my mind when I saw you here

DAY 16: A Song You Relate To

Forever and Always from the album Fearless. This song is about a guy who promised to love her forever and always but broke up with her for another girl.

My favourite line is:

And I stare at the phone, he still hasn't called

DAY 17: A Song That Tells a Story

No Body, No Crime from the album Evermore. This song is about a devious plot to commit the most serious of crimes against a husband who cheated on her best friend and killed her. This song was inspired by Taylor’s “obsession with true crime podcasts/documentaries”.

My favourite line is:

She thinks I did it but she just can't prove it

DAY 18: A Song That Makes You Calm

Clean from the album 1989. This song is about the struggle of moving on from the end of a relationship.

My favourite line is:

Just because you're clean, don't mean you don't miss it

DAY 19: Your Favourite Song from Speak Now

Sparks Fly from the album Speak Now. This song is about falling for someone who you shouldn’t but you can’t stop yourself because there’s such a powerful connection.

My favourite line is:

My mind forgets to remind me, you're a bad idea

DAY 20: Your Favourite Song from The Vault

Mr. Perfectly Fine from the re-recording of the album Fearless. This song is about an ex-boyfriend who acted so nonchalantly after the break-up.

My favourite line is:

I've been Miss "Misery" since your goodbye
And you're Mr. "Perfectly fine"

DAY 21: Your Favourite Bonus / Deluxe Track

Right Where You Left Me from the album Evermore. This song is about being stuck in the past, at a certain point in your life, and unable to move on.

My favourite line is:

She's still 23 inside her fantasy

DAY 22: A Song Related to a Season

Back to December from the album Speak Now. This is an apology song to an ex-boyfriend who was misunderstood.

My favourite line is:

When your birthday passed and I didn't call

DAY 23: Your Favorite Song with a One Word Title

Enchanted from the album Speak Now. This song is about a guy you were enchanted to meet and hoping the whole way home that he’s not in love with somebody.

My favourite line is:

This is me praying that
This was the very first page
Not where the storyline ends

DAY 24: Your Favorite First Song on an Album

Mine from the album Speak Now. This song is about a girl who is intimidated by the idea of a relationship because her parents didn’t last.

My favourite line is:

Wondering why we bother with love, if it never lasts

DAY 25: Your Favourite Song from Fearless

You Belong With Me. This song is about a girl who is in love with a guy who already has a girlfriend who doesn’t appreciate him at all.

My favourite line is:

Hey, what you doing with a girl like that?

DAY 26: Your Favourite Last Song on an Album

Begin Again from the album Red. This song is about going on a date after a horrible break-up and the vulnerability that comes with that.

My favourite line is:

Thinking all love ever does
Is break and burn, and end

DAY 27: A Song That Taught You Something

Shake It Off from 1989. This song is about not letting what people talk about you bother you.

My favourite line is:

And that's what they don't see

DAY 28: Your Favourite Song from Taylor Swift

Should've Said No. This song is about the pain that comes from a cheating partner.

My favourite line is:

You should've known that word 'bout what you did with her
Get back to me

DAY 29: Your Favourite Collaboration

I Don't Wanna Live Forever is a collaboration between Zayn and Taylor for the soundtrack of the film Fifty Shades Darker.

This song is about being estranged from your partner and eventually giving the relationship another chance.

My favourite line is:

Wondering if I dodged a bullet or just lost the love of my life,

DAY 30: Your Favourite Song

Carolina. This hauntingly beautiful song is my current favourite. This song was written for the 2022 movie, Where the Crawdads Sing.

My favourite line is:

Carolina stains on the dress she left
Indelible scars, pivotal marks
Blue as the life she fled

Thank you so much for reading this! 🥰 If you liked my writing, please leave a comment, click the heart and subscribe for free!

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About the Creator

Dharrsheena Raja Segarran

My mental health decline brought about a lot of darkness and I embraced it. It now flows out mostly as Dark Stories and Poetry.

❤️ Erythrophile ❤️
✨️Glitteringly Savage✨️
🖤 Elegantly Disturbed Mind 🖤

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Comments (23)

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  • Mika Oka21 days ago

    She has so many great songs. I love Blank Space

  • Taylor Swift's 30-Day Song Challenge by Dharrsheena is a lovely trip through the musician's repertoire that highlights the emotional depth of Swift's songwriting prowess and offers personal insights into each piece.

  • Denise E Lindquist3 months ago

    I came back to listen to O Carolina! I was just in North Carolina with my 3 children in January. It was a great time. Carolina had a record-breaking cold day while we were there. -6/7 below zero. We were attempting to get to warmer weather. I think our weather in MN was just about the same then😂

  • I’m a closet swiftie!! All too well is one of my favs

  • Mother Combs5 months ago

    🤍swift has a lot of good songs

  • Denise E Lindquist7 months ago

    Wow!! Taylor love❤️ My granddaughter would love this story😉Thank you!😊💕

  • Heather Hublerabout a year ago

    Oooo, how did I miss this one of yours!?! I love Taylor, and really like so many of these myself. I appreciate how you put your favorite line in each song. This was awesome!

  • Sandra Tena Coleabout a year ago

    Love love love!!❤️ So many of these are also my favourites! Well, who am I kidding, 99.9% of Taylor's are all my favourites!

  • I love this one ❤️😉

  • Ahna Lewisabout a year ago

    Love this! Especially how you picked a favorite line from every song. You need to do an update now with Midnights tracks. :)

  • Donna Reneeabout a year ago

    Now I know what I’m listening to for the rest of the day 😁.

  • Loryne Andaweyabout a year ago

    Wow! I am completely out of touch with Taylor's music but her lyrics are stunning. Thank you for sharing this :)

  • C. H. Richardabout a year ago

    Love Taylor Swift Lyrics. I don't many of her songs but this was a nice collage of her work. Well done ♥️

  • I really enjoyed reading this and listening to the songs. Taylor Swift really does have a nice voice

  • I'm not a huge fan of Taylor Swift's. However, I can appreciate how creative she has been over the years. The best decision she made was to leave country music. lol This was a very enjoyable read, Dharrsheena! You know your stuff!

  • Sarah Loyd2 years ago

    I want to do the challenge now. This was fun to read.

  • Unbounded Soul2 years ago

    I loved "DAY 7: A Song That Reminds You of Good Times", it's my all-time favorite song!

  • Trevor Wells2 years ago

    As a Taylor Swift fan myself, awesome list!

  • What a fantastic idea and I love what you’ve done with the challenge.

  • Denise Larkin2 years ago

    Love this and loved listening to her songs.

  • Russell Ormsby 2 years ago

    As an ex-musician; I still find it interesting how the smallest thing can make all the difference to a song. Like small pinch of salt to a grand dinner. Well done pointing out the parts that added that extra spice to the meal for you that enhanced what your ears were already enjoying consuming. Nice one 🙂👍

  • Excellent informative and interesting

  • John Eva2 years ago

    Great read!

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