10 Taylor Swift Collabs Ranked by How Much She Regrets Them

Zach Nading
3 min readJan 2, 2023

Taylor Swift rankings lists are all over the internet. You can find anything from her best country songs to break-up songs, and everything in between. But we’re diving a bit deeper and taking a look at the singer/songwriter’s collaborations, with a twist.

I’ve ranked these songs by how much I assume Taylor regrets ever recording said collabs from the least regrettable to the most. Buckle up and enjoy.

Taylor Swift ‘Snow on the Beach’ (ft. Lana Del Rey) — This is bottom on the list because I doubt Taylor regrets working with Lana. At the very least she probably regrets not giving Lana more to sing.

Taylor Swift ‘I Bet You Think About Me’ (ft. Chris Stapleton) — I’m guessing she regrets collabing with Chris Stapleton mainly because he’s so goddamn talented. Like the dude literally just sings harmonies on this track, and still upstages Taylor.

Taylor Swift and Zac Efron on Ellen — The duo probably regret every single time they went on Ellen’s show knowing what we know now. This time was especially uncomfortable as Ellen kept insisting that Zac and Taylor were dating when they clearly weren’t. Cue the cringe.

Taylor Swift and Paula Fernandes ‘Long Live’ — If you don’t know who Paula Fernandes is, you’re not alone. The Brazilian singer/songwriter jumped on Taylor’s Speak Now deep cut. And that’s pretty much the whole story.

Taylor Swift ‘Lover’ (Remix ft. Shawn Mendes) — An extra verse. Strange lyrics. A kind of unnecessary remix. And I’m a big Shawn Mendes fan. Lest we forget that Mendes is BFF’s with and was basically discovered by John Mayer. Just some food for thought.

Boys Like Girls ‘Two is Better than One’ (ft. Taylor Swift) — I’m a pop punk emo kid at heart. I would be lying if I said I didn’t love this song. But you have to appreciate that in 2009, Taylor was clearly the more popular artist. Let’s be real, she did this band a favor.

Tim McGraw, Keith Urban, Taylor Swift ‘Highway Don’t Care’ — Taylor can do whatever she wants. She’s proven time and again that she can sing country, folk, and obviously pop. But lending her talents to a pop country song where she literally just says “I can’t live without you, I can’t live without you baby”??? Seems like a cop-out and maybe one she regrets.

Calvin Harris and Rihanna ‘This is What You Came For’ (Taylor Swift vocals) — It has finally been confirmed, that not only did Taylor Swift write the song, but her voice was used in the chorus. You gotta think this one still stings after Harris and Swift’s very public breakup in 2016.

ZAYN and Taylor Swift ‘I Don’t Wanna Live Forever’ — You can’t tell me this wasn’t awkward. Elephant in the room, Taylor dated Zayn’s former bandmate and friend, Harry Styles. Maybe all of my past relationships were just so toxic that I’m overthinking this one. But I can’t imagine she enjoys being reminded of this song.

John Mayer ‘Half of My Heart’ (ft. Taylor Swift) — It’s no secret that Taylor and John have had a tumultuous history. One that Swift probably wishes she could forget altogether. And that’s a shame because as a fan of both artists, this song is such a banger. It’s a fair assumption that we’ll never get to see them perform this song together live.

--

--