Rap Fans React to Taylor Swift’s “Thug Story” with T-Pain | We Did NOT Expect This!!
Hey Swifties! Welcome to episode 2 of our Patreon exclusive episodes! This is a little bit of an older episode and was a last minute throw on reaction. We had just reacted to two very deep Kendrick Lamar songs and we needed something a little lighter to end the day and this is what we landed on.
Today the crew reacts to Thug Story, the hilarious rap parody performed by Taylor Swift and T-Pain back in 2009 for the CMT Awards.
This one was never part of the original plan for this recording day but when the opportunity came up, we couldn’t resist showing the rap fans one of Taylor’s funniest and most unexpected musical moments.
We talk about:
• Why T-Pain doing this parody was actually kind of legendary
• Taylor Swift stepping into rap territory (even if it’s just for fun)
• The era of hip-hop when T-Pain and Lil Wayne were dominating
• How long Taylor Swift has actually been in the music industry
• Her evolution across genres (from country to pop and beyond)
We also get into T-Pain musical background, his roots in R&B, and the influence of auto-tune in hip-hop plus how the industry has evolved into the AI era we’re in now.
This episode is mostly laughs, reactions, and good vibes… but it also sets the stage for a much bigger series which will begin releasing on our YouTube and Patreon tomorrow Monday March 9, 2026:
The Taylor Swift vs Kanye West Beef.
We’ll be breaking down the full timeline starting with the infamous 2009 MTV Video Music Awards, Beyoncé’s reaction, and Taylor’s first musical response on Innocent from the album Speak Now while also simultaneously running The Kendrick VS Drake Beef beginning when they met and toured together and ending with Kendrick Lamar's Superbowl LIX Performance.
Two legendary music rivalries.
Two timelines.
And we’re diving into both.
Don't miss it!
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Comments (29)
Haha Wiscanson with Mansion is a core memory 😂 this was so fun as a Swiftie I’ve never seen this whole video. I loved this 👏🏼
As of now, she is worth 1.6 billion.
First thing before I forget, when talking about TPain, I had no clue he could sing until he went on Season 1 of The Masked Singer. I didn't know it was him until they unmasked him, he won the trophy that Season :) Also, yes, definitely a for fun video she did, it's more for comedy than anything lol!
Yess haha which was so perfect because we had just recorded 2 of Kendrick’s saddest songs so we needed something light and comedic haha. It was so fun!
I love this, and Taylor has some Flow on it, especially when she says "never really been in a club" also I'd live to see you guys react to when she was 16 and 17 doing Eminem at barbecue joints on the beds of Emi Trailers for a stage, and bars and festivals, doing Lose Yourself with a guitar and cowboy boots. She did a 6 month tour to radio stations and everywhere she could perform. She was actually performing in bars and stuff at 13 and 14 and there are a few videos of it out there
We were actually talking about doing an Eminem journey after we’re done with our Kendrick VS Drake thing for the hip hop side of our channel and this would be a perfect tie in to that in a few weeks! Thank you for the suggestion 🙌🏼
Oh he wants more wild shit? I’ve got three words for you: Three Sad Virgins.
Thank you guys so much! That was fun. If you have a chance, maybe check out her "Monologue Song" from SNL as well. So fun. Thanks again
Keep an eye out! We’re starting the whole Taylor vs Kanye beef this week kicking off with VMAs and Innocent and then Monologue Song and LWYMMD! I’m thinking that one will be out by Friday or next Monday. Just depends on if I can stay on schedule today 😅🫶🏼
Ooooo Robert we have soooooo much to share with you 😏
Right?! It’s gonna be a blast!!
Down bad with COVID😷 & this made me so happy 🫶🏻
Oh no! Hope you feel better soon cause that’s a doozy this year!
You don’t wanna fight me in my extra small white tee 😂
🤣🤣 I figure they have to see this before I show them Eras or they won’t appreciate the intro to “The Man” haha 💪🏼💪🏼
Here is the whole skit (Not good quality) It was with Bill Engvall for the CMT awards. the skit was what Taylors dream is. To be in Star Trek, The NFL and Rap with T-pain https://youtu.be/bV8C6xVUtyU?si=pQ99bxRy98XNq4YR
Thank you so much!!! Will definitely check this out 🙌🏼
Her "Fearless" (2008) album is the most awarded country album in history, including 4 Grammy Awards.
Such a cool stat!
I’ve been so excited waiting for this one tho lol they need to hear monologue song now
Love Monologue
You've seen Taylor seriously spit bars in End Game. Now you've seen her having fun with it. She's so incredibly versatile! We respect T-Swizzle in this house!
Yess! So awesome to see how much fun she has with music. She’s so unapologetically herself and it makes her so fun to watch!
It was the 2009 CMT Awards Intro video.
Thank you!! Couldn’t remember exactly which award show 🫶🏼
🤣🤣🔥🔥
😂😂🫶🏼
She celebrates 20 years as an artist this year. She was 14 when she was signed as a songwriter for Sony. Yes she started in country. Bug her debut album Taylor Swift’s self-titled debut album (2006) was a massive success, spending 24 weeks at number one on the Top Country Albums chart and becoming the longest-charting album of the 2000s on the Billboard 200. It launched her career, and went 8x platinum. It was the biggest selling country album that year. And became the youngest artist to win Entertainer of the Year at the Country Music Association Awards (2009). She also became the youngest person to solely write and sing a number-one country song ("Our Song") and, at 20, the youngest to win the Grammy for Album of the Year. So Taylor was a success from start. And she had kept on being successful ever sense
Yes. And when she made Thug Story she had already won the Grammy for Album of the Year for Fearless. 20 years of being a VERY successful recording artist for Taylor!