Jelly Roll Reveals His Surprising Connection to Taylor Swift — and Why He Was ‘So Bad’ When He Met Her (Exclusive)

The country star talks to PEOPLE in this week’s issue about being starstruck by Swift

He may be a Grammy-nominated country star, but even Jelly Roll gets starstruck sometimes.

The “Winning Streak” singer, 39, opens up to PEOPLE in this week’s issue about his Taylor Swift meet-cute at the 2024 Grammy Awards, and how he was nearly rendered speechless by his run-in with the pop star.

Jelly says that upon seeing Swift, 34, he gathered up his courage to tell her about how he used to push his daughter Bailee, now 16, on the swings at a children’s playground that she helped fund in Hendersonville, Tenn.

“I take a ridiculous, probably abnormal, amount of pride in being from Nashville, so anytime I can link a Tennessee connect, it tickles me,” he explains. “Taylor lived in Hendersonville for a while, and she had bought a playground. I used to push Bailee on that swingset that Taylor donated to Hendersonville. I wanted to tell her that when I met her, but I was so nervous I couldn’t even remember what swingset it was.”

Bailee Ann and Jelly Roll at the Nickelodeon's Kids' Choice Awards 2024 held at Barker Hangar on July 13, 2024 in Santa Monica,

In 2010, Swift — who went to high school in Hendersonville — teamed up with Little Tikes Commercial to rebuild the Kids Kingdom playground at Memorial Park, which had been destroyed by flooding. A press release at the time said the “Fortnight” singer donated $100,000 to the project to help bring it to completion. The playground now includes castle-inspired slides with flags bearing Swift’s signature.

Jelly says that even though Swift was the one to approach him at the Grammys, he was still left tongue-tied.

“My wife [Bunnie Xo] said, ‘I think Taylor’s coming over to holler at you.’ It was like the Red Sea parted for her,” he recalls. “I’m looking at Taylor Swift and I have a reason to explain to her why I like her so much, and I’m going, ‘You built the swingset somewhere, my daughter, I pushed her on it.’ I did so bad! Definitely was at a loss for words in that moment.”

jelly roll cover

Their meeting was captured on video by Bunnie, who shared the moment to TikTok.

“When your hubby gets to meet his crush finally,” she wrote on the clip.

Jelly may have a chance to redeem himself at the 2025 Grammy Awards in February, as both he and Swift are nominated once more for several trophies. This year, his hit “I Am Not Okay” is up for best country and best country solo performance, while Swift is nominated six times.

Related Posts

🚩🔻𝐇𝐔𝐆𝐄 𝐄𝐑𝐑𝐎𝐑: Mіkel Arteta belіeveѕ Arѕenal denіed ‘clear рenalty’ for Ola Aіna handball іn draw at Nottіngham Foreѕt. ….Full ѕtory clіck here 👇👇👇𝐇𝐔𝐆𝐄 𝐄𝐑𝐑𝐎𝐑 Mіkel Arteta belіeveѕ Arѕenal denіed ‘clear рenalty’ for Ola Aіna handball іn draw at Nottіngham Foreѕt. ….Full ѕtory clіck here 👇👇👇

Arsenal had a strong penalty shout in the latter stages of their 0-0 draw with Nottingham Forest; Ola Aina appeared to ‘scoop’ the ball with his hand near the byline and PGMO said it was not a penalty as the ball hit his shoulder first; Mikel Arteta says the PGMO’s explanation was “wrong”   Image:Ola […]

🚩🔻BREAKING NEWS:”Barcelona іѕ only haррy about the Suрer Cuр… but the Chamріonѕ League? THEY ARE SURE THEY CAN’T WIN ANY INTERNATIONAL TITLE!” Former Real Madrіd рlayer Tonі Krooѕ ‘attackѕ wіthout mercy’, crіtіcіzeѕ the rіѕky ѕtyle of рlay and warnѕ: іf Pedrі, Lamіne Yamal or Raрhіnha have a bad day, they wіll fly away іmmedіately! Inѕtantly, the ‘wunderkіnd’ Lamіne Yamal EXPLODES WITH FURY, teachіng Tonі Krooѕ a leѕѕon wіth juѕt 8 wordѕ that force Krooѕ to aрologіze on the ѕрot… 👇

 Barcelona іѕ only haррy about the ѕuрer Cuр… but the Chamріonѕ League? THeY ARe ѕURe THeY CAN’T WіN ANY іNTeRNATіONAL TіTLe!Former Real Madrіd рlayer Tonі Krooѕ “attackѕ…

🚩🔻BREAKING NEWS : “I HAVE PROTECTED HIM FOR TOO LONG!” — Arne Slot fіnally EXPLODES after Lіverрool’ѕ ѕhockіng 1–1 draw wіth Burnley 😤🔥 ⚽ “I gave hіm the chance to рrove he belongѕ here… but he ѕhowed me he doeѕn’t care about thіѕ club.” 💥 “Startіng hіm waѕ my BIGGEST mіѕtake.” 🚫 Sourceѕ ѕay the Lіverрool boѕѕ haѕ now BANNED the рlayer from the fіrѕt-team dreѕѕіng room aѕ tenѕіonѕ boіl over at Anfіeld 😱💔 Thіѕ haѕ ѕent ѕhockwaveѕ through the ѕquad and fanѕ are comрletely ѕtunned… 👇👇 FULL STORY IN BELOW

Lіverрool’ѕ home fіxture on ѕaturday waѕ wіdely exрected to follow a famіlіar ѕcrірt. On рaрer, everythіng рoіnted towardѕ a comfortable outіng: the Redѕ were ѕearchіng for rhythm…

JOHN HENRY STEPS IN AS KLOPP RETURNS AT DAWN — TOTTENHAM SHOWDOWN SET ANFIELD ON FIRE!

Jurgen Klopp has made a sensational return to Liverpool, just in time for a pivotal clash against Tottenham. The club’s owner, John W. Henry, confirmed the news early this morning, sparking an electrifying atmosphere at Anfield. Klopp’s presence is expected to reinvigorate the squad amid mounting pressure. The announcement comes as Liverpool finds itself at […]

LIVERPOOL SACK ARNE SLOT AFTER ONE COSTLY MISTAKE VS BURNLEY AS XABI ALONSO RETURNS!

Liverpool Football Club has shocked the football world by sacking manager Arne Slot following a disappointing draw against Burnley, a match that was expected to secure three vital points. The decision, spurred by a single tactical blunder, has sparked intense debate among fans and pundits alike. Slot’s tenure had shown promise, with improvements in team […]

🚩🔻DEJA VU LOOMS AT SPURS: If results keep sliding, sacking Thomas Frank and handing the keys to Ryan Mason would feel painfully familiar. It might calm the storm, buy time, and look sensible on the surface — but it also screams short-term panic over long-term vision. Fans have seen this movie before… and they know how it usually ends.

There’s a real sense this could be where Spurs are heading. If results don’t turn quickly, sacking Thomas Frank and handing the reins to Ryan Mason until…