I’m a massive Taylor Swift fan, if you can’t tell by the fact that I’ve reviewed all of her albums with what I think is palpable affection. Now that I’ve reviewed her entire discography, I’m ready to post my ranking of my absolute favorite songs from her. If you want more in-depth reviews of these songs, you can check out my album reviews for Taylor Swift.
Keep in mind that these are just my personal opinions, and you’re allowed to disagree with me. I also won’t be including the deluxe tracks, because I was thinking that I might make a separate post for that. And lastly, I wanted to address that the ranking here may be inconsistent with how I ranked the songs in the individual album reviews. That’s because, for one, my opinions have changed a bit since I wrote those reviews, and in those reviews, I determined my rankings partially by how objectively good they were, while this ranking is purely subjective. Without further ado, let us begin the listing!
HONORABLE MENTIONS IN NO PARTICULAR ORDER: The Story of Us, A Place In This World, State of Grace, Hey Stephen, Getaway Car, Tim McGraw, We Are Never Ever Getting Back Together, and Blank Space.
20. Mary’s Song (Oh My My My) – Taylor Swift
This song gets me emotional because it describes the kind of love story that I feel like everyone secretly wishes they could have. It’s just an incredibly sweet song, and I really love it. Plus, I read that Taylor wrote it about her elderly neighbors’ love story, which just makes it even more touching to me. “Take me back to the creek beds we turned up. 2 A.M. riding in your truck, and all I need is you next to me. Take me back to the time we had our very first fight, the slamming of doors instead of kissing goodnight. You stayed outside till the morning light, oh my my my my.”
19. Tied Together With a Smile – Taylor Swift
I guess this song has really stuck with me for the beautiful vocals and imagery in the verses and chorus. “I guess it’s true that love was all you wanted, ’cause you’re giving it away like it’s extra change. Hoping it will end up in his pocket, but he leaves you out like a penny in the rain ’cause it’s not his price to pay.”
18. August – Folklore
This song has such a magical and comforting yet bittersweet feeling to it. Every time I listen to it it just puts me in this zone and tells me this story that sweeps me away. The production and the lyrics and everything about this song is just wonderful. “But I can see us lost in the memory, August slipped away into a moment in time, ’cause you were never mine. And I can see us twisted in bed sheets, August sipped away like a bottle of wine, ’cause you were never mine.”
17. Fifteen – Fearless
This is a song that I’m going to listen to a lot whenever I’m entering a new environment. High school or not, the themes of this song are timeless and inspiring. “Back then I swore I was gonna marry him someday, but I realized some bigger dreams of mine.”
16. Out of the Woods – 1989
This song is really catchy and nice to listen to. And not to be that person, but in the wake of my newfound love for Harry Styles (who this song is universally accepted to be about) my appreciation for this song has grown immensely. The lyricism is just really clever (mainly in the verses, as the chorus is very repetitive although I think that was a good decision as it really conveys the feelings of nervousness and urgency that were present in the relationship) and interesting to analyze. “Looking at it now, last December we were built to fall apart then fall back together. Your necklace hanging from my neck, the night we couldn’t quite forget, when we decided (we decided) to move the furniture so we could dance, baby like we stood a chance. Two paper airplanes flying, flying, flying.”
15. The Last Time – Red
I know this song isn’t everybody’s cup of tea, but I really like it. Maybe it’s just how emotional it is, while still being graceful. Plus, it reminds me of Rory and Jess from Gilmore Girls (a lot of Taylor’s songs do that though). “You find yourself at my door, just like all those times before. You wear your best apology, but I was there to watch you leave. And all the times I let you in, just for you to go again, disappear when you come back. Everything is better.”
14. Forever and Always – Fearless
This is a somewhat depressing bop, and I love it for that. It’s so fun to sing along to, and it makes me mad at the nonexistent boy who has wronged me. “Oh, I stare at the phone, he still hasn’t called. And then you feel so low you can’t feel nothing at all, and you flashback to when we said ‘forever and always’.”
13. Cruel Summer – Lover
I would be lying if I said that, for me personally, Taylor’s past two albums have been as filled with standout tracks as her earlier albums are. However, this song is a true exception. I knew as soon first verse was over that this was going to be my favorite song off Lover, and I’ve only fallen more in love with it since then. I talked about it in my Lover review, but just to summarize, this song is so summery and wonderful, and it paints such a cinematic vision in your mind as you listen to it. Like, I could see books and movies being created just off of this song’s premise alone. “Fever dream high in the quiet of the night, you know that I caught it. Bad bad boy, shiny toy with a price, you know that I bought it. Killing me slow, out the window, I’m always waiting for you to be waiting below. Devils roll the dice, angels roll their eyes, what doesn’t kill me makes me want you more.”
12. Untouchable – Fearless Platinum Edition
Okay, I know I said I wasn’t gonna have any deluxe tracks on this list but this is the one I’ll make an exception for. This song is incredible. The lyrics are so poetic but still relatable, Taylor’s voice is beautiful but haunting, and the instrumental just sounds like a starry night. “Untouchable, burning brighter than the Sun. And now that you’re close I feel like coming undone. In the middle of the night, when I’m in this dream, it’s like a million little stars spelling out your name.”
11. Treacherous – Red
I don’t know exactly when or why, but recently my love and adoration of this song has spiked. It has such a beautiful lyrical premise, Taylor’s voice is so delicate and withdrawn, and then as soon as the build up comes crashing down and the song ramps up, she adds so much power to her vocals and it’s just majestic. This is a magnificent song, and it’s the song that I always think of when I think of Red’s sonic direction. “I can’t decide if it’s a choice getting swept away. I hear the sound of my own voice asking you to stay.”
10. Sad Beautiful Tragic – Red
Ahhhhh, we’ve reached my ten favorite Taylor Swift songs of all time! This song is so hauntingly beautiful, and just… atmospheric. It’s like all you can do while hearing this song is just stop what you’re doing and listen. I really recommend this song if you’re just looking for some truly gorgeous music and vocals. It’s folk-inspired, and I think Taylor pulls that sound off really really well. “In dreams, I meet you in warm conversation. We both wake in lonely beds, in different cities. And time is taking it’s sweet time erasing you. And you’ve got your demons, and darling, they all look like me.”
9. Dear John – Speak Now
When I think of a Taylor Swift breakup song, I don’t think of the upbeat goodbye anthems she’s written. I think of the truly scorching and heartbroken epics that she’s penned only a few times in her whole career. This song is one of them. Dear John sees Taylor at her most regretful and angry and disappointed. “Well maybe it’s me and my blind optimism to blame. Or maybe it’s you and your sick need to give love and take it away. And you’ll add my name to your long list of traitors who don’t understand, and I’ll look back and regret how I ignored when they said run as fast as you can.”
8. The Way I Loved You – Fearless
I don’t really know why, but this song just does something else to me. It was one of the first Taylor Swift songs that I truly fell in love with, and I adore the premise of the song. Taylor’s vocals are great, and I really like the sonic differences between the verses and the chorus to represent the differences between the two relationships. “He’s close to my mother, talks business with my father. He’s charming and endearing and I’m comfortable, but I miss screaming and fighting and kissing in the rain. It’s 2 A.M. and I’m cursing your name. So in love that you act insane, and that’s the way I loved you.”
7. Wildest Dreams – 1989
Back when 1989 first came out, this was my favorite song, and I still love it just as much. The song is so dreamy and ethereal and beautiful. For real, it’s absolutely stunning. I honestly can’t praise this song enough. I feel blessed that it exists. “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.”
6. Everything Has Changed – Red
I’ve loved this song forever, and I still love it with all my heart. It just makes me feel so happy and nostalgic and warm. If you’re looking for an instant pick-me-up song, this is it. It also reminds me of fall (all of Red has a very autumnal vibe to it, wouldn’t you say?). “All I know is pouring rain, and everything has changed. All I know is a newfound grace, all my days, I’ll know your face. All I know since yesterday is everything has changed.”
5. Teardrops On My Guitar – Taylor Swift
And we’ve reached the top 5. I just want to say straight off the bat, that all of these songs are ones that I couldn’t love any more than I do now. They’re all some of my favorite songs of all time, and it physically hurts me that I can’t put them all in the number one spot. This song captures so well the feeling of being hopelessly in love with someone who doesn’t have eyes for you, and just accepting your fate of never being loved by them in return. I used to have it higher, but I don’t relate to it as much as I did at the time I originally wrote this list, so I’ve actually bumped it down a couple spots. I adore this song, and I don’t really know what else to say. “So I drive home alone, as I turn off the light, I’ll put his picture down and maybe get some sleep tonight. ‘Cause he’s the reason for the teardrops on my guitar, the only one who’s got enough of me to break my heart. He’s the song in the car I keep singing, don’t know why I do. He’s the time taken up, but there’s never enough, and he’s all that I need to fall into. Drew looks at me, I fake a smile so he won’t see.”
4. I Knew You Were Trouble – Red
I guess this song just has a special place in my heart because it was one of the first Taylor Swift songs that I remember hearing a lot. I really love Taylor’s voice in this song, and I like the guitar in the beginning. I’m not really into dubstep music, but I love Taylor’s foray into it here. This song just means a lot to me because it kind of kicked off the phase I had a few years back where I really got into Taylor’s music for good. Without this song, I wouldn’t be the Taylor Swift fan that I am today. Listen to this song if you’re looking for a fun time and some serious nostalgia. I think that I’m underselling my adoration for this song, so let me just make it clear that I adore this song with all my heart and soul. I wouldn’t have it in the top 5 for nothing. “No apologies, he’ll never see you cry. Pretend he doesn’t know that he’s the reason why you’re drowning, you’re drowning, you’re drowning. And I heard you moved on from whispers on the street. A new notch in your belt is all I’ll ever be, and now I see, now I see, now I see. He was long gone when he met me, and I realize the joke is on me…”
3. Style – 1989
Style is without a doubt Taylor’s pop masterpiece song. It’s so funky and synthy, and so reminiscent of the best music the 80s had to offer. And like I said with Out Of The Woods, the fact that it’s about Harry Styles (or universally accepted to be, even if it hasn’t been officially confirmed) just makes me love it more, because it doesn’t paint him or the relationship in a negative light. I love every little thing about this song, and I would argue that it’s one of the best songs of the 10s. “Midnight, you come and pick me up, no headlights. Long drive, could end in burning flames or paradise. Fade into view, oh, it’s been a while since I have even heard from you (heard from you). And I should just tell you to leave ’cause I know exactly where it leads, but I watch us go ’round and ’round each time.”
2. You Belong With Me – Fearless
This is without a doubt one of the most, if not the most, quintessential Taylor songs. This song has transcended it’s former status as a typical crush-song to become one of the most beloved songs of our century thus far. I think I worded it best in my Fearless review, but the love I have for this song cannot be overstated. This song just means so much to me and I’ll never be able to articulate it quite well enough. It’s so effortlessly relatable and wonderful. I think the way it differs from my other favorite unrequited love song from Taylor, Teardrops On My Guitar, is that in Teardrops On My Guitar, Taylor is sitting back and trying to let go of the person, accepting that it’s just not going to happen. In You Belong With Me, she’s trying to tell the person how she feels, and she’s putting up a fight to make him see her. Because of that, I prefer this song, and I find it more inspiring. Plus, it’s a song that I’ve known for almost my whole life, so it means a lot to me in that sense as well. “Walk in the streets with you and your worn-out jeans. Can’t help thinking this is how it ought to be. Laughing on a park bench thinking to myself, ‘Hey isn’t this easy?’ And you’ve got a smile that could light up this whole town, I haven’t seen it in a while since she brought you down. You say you’re fine, I know you better than that. Hey, whatcha’ doing with a girl like that? She wears high heels, I wear sneakers. She’s Cheer Captain and I’m on the bleachers. Dreaming ’bout the day when you wake up and find that what you’re looking for has been here the whole time.”
1. All Too Well – Red
If you read my album review for Red, it should come as no surprise that this song is my favorite. I don’t know what I could say here that I didn’t already say there. This is without a doubt Taylor’s magnum opus. The brilliance of the lyricism and the raw emotion and pain in Taylor’s voice makes it so incredible to listen to. Just listening to the opening chord structure makes me want to start crying. I said that Dear John was Taylor at her most angry and disappointed, but All Too Well is Taylor at her most lost, heartbroken, and resigned. This is one of those ‘Collage of Memories’ style songs (I don’t think that’s what they’re actually called, if they even have a name, but that’s what I like to call them), where the whole song is basically just a person looking back on the best moments of a relationship and comparing them with the worst moments, and feeling like they can’t think about anything else because everything is still so vivid to them, and they remember it all like it was yesterday. Taylor paints such a strong picture of those little moments, and she does a fantastic job of showing what they meant to her and how they hurt to think about once the relationship was over. Honestly, listen to this song if you haven’t. I don’t care if you don’t like Taylor, just listen. If you’re heartbroken, or even if you aren’t, I promise that you’ll get something out of this song. I’m pretty sure “After plaid shirt days and nights when you made me your own, now you mail back my things and I walk home alone” is one of my, if not my asbsolute, favorite Taylor Swift lyrics. “You call me up again just to break me like a promise, so casually cruel in the name of being honest. I’m a crumpled up piece of paper lying here, ’cause I remember it all, all, all too well.” I long to quote the entire song, but alas, I must stop at some point because this post can’t go on forever.