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

Is It Over Now?Taylor Swift

Taylor Swift – Is It Over Now? (Taylor’s Version) (From The Vault) (Lyric Video)

The world-renowned songstress Taylor Swift.

Let me introduce “Is It Over Now?” from her album 1989.

It’s a mid-tempo ballad that portrays a breakup from a woman’s perspective.

While she harbors resentment toward her lover, it’s clear she hasn’t completely cut off her feelings.

That emotional complexity is heart-wrenching.

By the way, a self-cover version, “Is It Over Now? (Taylor’s Version),” has also been released.

stay beautifulTaylor Swift

Taylor Swift – Stay Beautiful + Lyrics

A Taylor Swift song singing a love song with an Aloha vibe.

The Japanese title translates to “Stay Beautiful.” It’s a song that expresses the wish for you to remain a wonderful person forever—what a pure love song.

It would be perfect for a wedding venue.

Since she’s a popular artist among teens and people in their twenties, listeners are familiar with her, making it a great choice for a playlist.

Shake It OffTaylor Swift

Taylor Swift – Shake It Off

From the global songstress, Taylor Swift.

Until now, Taylor had been leaning toward a country style, but this track brings a full-on pop vibe and a great groove.

You can dance all the way through to the chorus, so it’s especially recommended for younger listeners.

Shake It OffTaylor Swift

Taylor Swift – “Shake It Off” (with Japanese subtitles)

Taylor Swift is super cute, and I recommend listening to the song together with the music video.

The lyrics feel a bit bold and very down-to-earth, which I found charming.

It’s upbeat and easy to get into, so I think it’s perfect for a drive.

All Too Well: The Short FilmTaylor Swift

Taylor Swift – All Too Well: The Short Film

The second installment in Taylor Swift’s re-recorded album series, Red, features the song All Too Well.

It’s a ballad that conveys the sorrow of heartbreak, crafted with a wet, emotionally saturated feel.

Even simply listening to it on its own is moving, but pairing it with the accompanying visual work, All Too Well: The Short Film, makes it even more affecting.

Also be sure to check out the original pre-remake version, which differs in content from this release.

BejeweledTaylor Swift

Taylor Swift – Bejeweled (Official Music Video)

Songs by American singer-songwriter Taylor Swift are popular at karaoke, right? Among them, “Bejeweled” is an easy, upbeat song to sing.

Just like the title suggests, which evokes a look adorned with jewels, the music video featuring a woman decked out in various gemstones is also captivating.

Playing the official video while you sing is sure to amp up the excitement! Other classics like “We Are Never Ever Getting Back Together” are great picks too!

Christmas Must Be Something MoreTaylor Swift

Christmas Must Be Something More

Taylor Swift’s early warm Christmas song.

At Christmas, people sing carols, exchange presents, and there are fun events lined up one after another.

In the song she asks, “What if there aren’t any fun events? What if no miracle happens?” But since Christmas is Christ’s birthday, something good is bound to happen.

You can see that Christmas is an important event for people in the West.