Which Taylor Swift song represents each character from Gossip Girl?

Here’s your deep dive into the Gossip Girl characters and the way they connect to some of Lana’s most thought-provoking lyrics.

Serena van der Woodsen – Shake It Off.

People constantly judged Serena for everything she did on Gossip Girl, including who she was friends with, where she went on vacation, and who she was hooking up with.

For this reason, “Shake It Off” is Serena’s Taylor song.

Taylor sings, “I stay out too late. Got nothing in my brain. That’s what people say. I go on too many dates. But I can’t make ’em stay. At least that’s what people say. I shake it off, I shake it off.”

Serena always shook it off when people criticized her for her lifestyle choices.

Blair Waldorf – ME!

Blair is the definition of self-love and empowerment. She loved herself and she knew she deserved princess treatment.

In “Me!”, Taylor sings, “I promise that you’ll never find another like me! I’m the only one of me. Baby, that’s the fun of me.”

There is and always will only be one Blair Waldorf with all of her main character energy.

Chuck Bass – Anti-Hero.

Chuck is a true anti-hero on Gossip Girl, which is why this particular Taylor song is so fitting for him.

Taylor sings, “I have this thing where I get older but just never wiser. Midnights become my afternoons. When my depression works the graveyard shift. All of the people I’ve ghosted stand there in the room. I should not be left to my own devices. They come with prices and vices. I end up in crisis, tale as old as time. I wake up screaming from dreaming. One day I’ll watch as you’re leaving. ‘Cause you got tired of my scheming for the last time. It’s me, hi, I’m the problem, it’s me. At tea time, everybody agrees. I’ll stare directly at the sun but never in the mirror. It must be exhausting always rooting for the anti-hero.”

These lyrics mesh with Chuck who suffered from bouts of depression, dealt with fears of losing the love of his life forever, and eventually learned to tap into self-reflection as he gained more maturity.

Jenny Humphrey – Wildest Dreams.

Jenny’s wildest dreams on Gossip Girl were to become a successful fashion designer and have a happily ever after love story with Nate Archibald.

Taylor sings, “Say you’ll remember me. Standing in a nice dress. Staring at the sunset, babe. Red lips and rosy cheeks. Say you’ll see me again. Even if it’s just in your wildest dreams.”

Jenny’s wildest dreams were her main focus for her entire arc.

Nate Archibald – You’re on Your Own, Kid.

Nate got the short end of the stick with parents who totally sucked. His father was an addict and embezzler. His mother loved to live in a state of delusional denial.

Nate often felt like he was completely on his own.

Taylor sings, “You’re on your own, kid. Yeah, you can face this. You’re on your own, kid. You always have been.”

These lyrics fit Nate’s storyline perfectly. He was on his own, and he clung to older manipulative women along the way for support and guidance.

Fortunately, he found his way when he took over The Spectator after high school.

Vanessa Abrams – You Belong With Me.

Vanessa’s childhood crush on Dan is enough to qualify her for “You Belong With Me” as her Taylor song.

Taylor sings, “Dreaming ’bout the day when you wake up and find that what you’re looking for has been here the whole time. If you could see that I’m the one who understands you. Been here all along, so why can’t you see? You belong with me.”

While Dan dates Serena, Vanessa struggles with the painful feeling of believing she actually knows him better than Serena ever could. Her feelings ring a similar tune to the lyrics of this song.

Dan wanted Serena, though. Vanessa was left feeling rejected and unwanted because of it. Even after she and Dan tried to rekindle their flame later on, the relationship failed.

Georgina Sparks – Ready For It?

Georgina is arguably the edgiest and most manipulative character on Gossip Girl. For that reason, “Ready For It?” is her Taylor song.

Taylor sings, “Are you ready for it? Baby, let the games begin. Let the games begin.”

Georgina was always playing games with people. Especially mind games. What song could be more fitting?

Dan Humphrey – Mastermind.

There was nothing accidental or coincidental about the fact that Dan ended up with Serena as his wife.

He wrote his way into her circle with the Gossip Girl blog.

Taylor sings, “What if I told you none of it was accidental and the first night that you saw me, nothing was gonna stop me? I laid the groundwork and then, just like clockwork, the dominoes cascaded in a line.” 

Dan was a textbook mastermind.

What do you think of all these Taylor songs and the way they represent the various characters from Gossip Girl? Let us know your thoughts in the comment section below.