We Watched Taylor Swift's Cringiest Moments So You Don't Have To
Evolution of a Snake: The Taylor Swift Fan Podcast
Evolution of a Snake: The Taylor Swift Fan Podcast
4.6 • 1.1K Ratings
🗓️ 14 May 2026
⏱️ 57 minutes
🧾️ Download transcript
Summary
GET TICKETS TO SEE US ON TOUR NOW: https://www.evolutionofasnake.com
We watched every Taylor Swift cringe moment so you don't have to…and we have notes. Divas, this week we're counting down the Top 5 cringiest Taylor Swift moments that had us genuinely squirming: the Grammy meltdown that critics called "wretched," the safest political anthem ever written, and yes — THAT! Cats performance. Buckle up.
Transcript
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| 0:00.0 | Welcome back to Evolution of a Snake. I'm Zach. And I am Madeline. And today we are going to be going |
| 0:06.3 | through, I would say top five. I would just say five of Taylor Swift's most cringe moments. |
| 0:14.4 | Good thing I like my friends canceled. That's one of them in case you were wondering. |
| 0:38.3 | Before we get into the episode, I don't know when this is coming out, but I'm pretty sure that we're on tour and we're coming to a North American city near you, New York City, D.C., Boston, Chicago, Philly, Toronto, Montreal, Vancouver, San Francisco, and Los Angeles. And meet and greet is sold out in many cities. we have low ticket warnings on New York and L.A. Although I'm pretty sure New York will have happened by now. |
| 0:41.6 | But who cares? We're on tour at luciusink.com, get tickets or die. Anyway, as a wise woman once said, |
| 0:48.6 | Taylor Swift in her NYU speech, you have to learn to live alongside cringe. This isn't coming from a place of tag negativity. |
| 0:56.6 | Part of being a Taylor Swift fan is accepting that she is a deeply cringe person. |
| 1:01.8 | I love that about her. |
| 1:04.0 | Yeah. |
| 1:04.2 | The thing is, like, most of these things are things that like, yeah, we can be like, oh, my God, |
| 1:08.8 | that was so cringy over. |
| 1:10.1 | But most of them are also things where I'm like, but that's so Taylor. My best friend, Leslie, said, oh, she's just being my lead. That's literally what it is. She's literally just being Taylor. I do not begrudge her for like most of this stuff. Not everything, but most of the stuff I'm like, that's kind of funny. |
| 1:29.0 | Most of the stuff we're going to talk about, especially the earlier stuff, has been avenged. |
| 1:33.0 | Like she's right at the wrong or she's done something to erase our memory of this. |
| 1:37.9 | The last one, it's a little too soon to forgive canceled. |
| 1:42.1 | We're not laughing yet, but we'll get there. |
| 1:45.7 | We'll get there. |
| 1:47.3 | And this episode will be accompanied by our top five handheart moments of Taylor. |
| 1:51.4 | So can you just remember that this is a place for everything? |
| 1:57.3 | It evens itself right out. |
| 1:58.5 | It's the hands of justice. |
| 1:59.7 | What can I say? |
... |
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