[2025] Taylor Swift’s Best and Most Popular Songs: A Guide for Beginners

Dear JohnTaylor Swift

Taylor Swift Dear John Lyrics

It’s said to be a song about her ex-boyfriend, John Mayer.

Her relationship with John, who is known as a playboy, seems to have been a bittersweet experience for Taylor, and it’s rumored that even years after their breakup, relations between the two remain strained.

FifteenTaylor Swift

Taylor Swift – Fifteen

This is said to be a song based on Taylor Swift’s real experiences when she was 15.

The chorus—“You’re still fifteen, so it’s no wonder you’d believe someone who says they love you”—rings with a certain irony.

Alongside the famous ‘22,’ I think it’s lovely to listen in a way that lets you feel the growth of a young woman’s heart.

Last ChristmasTaylor Swift

Last Christmas by Taylor Swift – 2011

The one who covered Wham’s classic hit is none other than the mega-star Taylor Swift.

As this female artist is now a global superstar, her covering the song is expected to create a synergistic effect, bringing renewed popularity to the original as well.

Picture To BurnTaylor Swift

Taylor Swift – Picture To Burn

Why did I ever fall for someone like that! I think everyone has felt that way at some point.

This song captures those youthful feelings.

Perhaps to express the downright refreshing impulse to just burn a photo like that, the music itself is very bright and exhilarating.

Wildest DreamsTaylor Swift

Taylor Swift – Wildest Dreams

As the title suggests, this song expresses very untamed emotions.

The melody has a slightly dark feel, and it captures the sense of being irresistibly drawn to adult allure.

The erotic outro chorus is absolutely lovely.

Be sure to check out the MV too—it’s like a scene from a drama.

You Belong With MeTaylor Swift

Taylor Swift – You Belong With Me

It’s a really pleasant track where various instruments playfully dance over a steady four-on-the-floor beat.

The power to drive such a simple song forward purely with melody is quintessential Taylor Swift.

She’s absolutely adorable playing two roles in the music video, and it matches the lyrics about the pain of not being noticed by the person you admire.

Safe and SoundTaylor Swift

Safe & Sound feat. The Civil Wars (The Hunger Games: Songs From District 12 And Beyond)

I picked a song by Taylor Swift, who is extremely popular among young people: “Safe & Sound.” The song is calm overall and very easy to listen to, so I recommend it.

It’s the kind of track that moms will want to keep listening to while it’s playing to help put their child to sleep.