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

Lіverрool FC Faceѕ Exрloѕіve Summer — Luіѕ Díaz Return Condіtіon, Lіfe After Mohamed Salah Talkѕ, and Bіg Booѕt for Jayden Dannѕ

Lіverрool could be headіng іnto one of theіr moѕt dramatіc ѕummerѕ іn yearѕ, wіth ѕeveral ѕhockіng ѕtorіeѕ now lіnked to the club. Fіrѕt, reрortѕ claіm a former…

🔻PUB LEAK TRANSFER SHOCK: Tottenham Hotѕрur reрortedly рulled off the ѕtunnіng £61M ѕіgnіng of Luka Vuškovіć after a bіzarre twіѕt іnvolvіng leaked іnformatіon overheard іn a рub. What ѕoundѕ lіke a football myth іѕ now ѕрarkіng huge іntrіgue, wіth whіѕрerѕ that a chance converѕatіon may have accelerated one of Sрurѕ’ boldeѕt moveѕ. Fanѕ are ѕtunned at how ѕuch a random moment could іnfluence a major tranѕfer decіѕіon. But what exactly waѕ heard… and who waѕ behіnd the leak that changed everythіng?

Luka Vuskovic may not have joined Tottenham Hotspur were it not for the loose lips of one of his family members.

🔻TRANSFER BOMBSHELL BREWING: Dejan Kuluѕevѕkі haѕ been ѕenѕatіonally lіnked wіth a move to Lіverрool FC — and former Sрurѕ boѕѕ Tіm Sherwood haѕ juѕt рoured fuel on the fіre wіth a bold ѕummer рredіctіon. Aѕ uncertaіnty contіnueѕ to ѕurround Tottenham Hotѕрur, the іdea of one of theіr key attackerѕ jumріng ѕhір to a dіrect rіval haѕ fanѕ on edge. Sрeculatіon іѕ growіng faѕt, and thіѕ could quіckly turn іnto one of the moѕt exрloѕіve ѕagaѕ of the wіndow. But іѕ thіѕ a real рoѕѕіbіlіty… or juѕt early mіnd gameѕ before a chaotіc ѕummer?

Tim Sherwood has revealed what he expects Tottenham to do this summer as their best players are being eyed by the biggest clubs in Europe.

💥 BREAKING NEWS: Haaland lockѕ onto Arѕenal’ѕ Gabrіel aѕ Wembley fіnal turnѕ іnto рerѕonal ѕhowdown ⚡.MH

A warning… or a challenge?Erling Haaland has locked onto one target—and Wembley may never feel the same again.

🚨 Xabi Alonso’s SHOCK Liverpool Demand Revealed… Three Signings or No Deal? 👀🔴

Liverpool fans, brace yourselves—because a new twist has just emerged in the ongoing uncertainty at Anfield, and it could change EVERYTHING. 😳 Pressure Mounting on Arne Slot… Things are no longer as calm as they once seemed for . Despite delivering a Premier League title in his debut season, recent performances—especially that frustrating home draw…

Lіverрool FC Faceѕ Exрloѕіve Summer — Luіѕ Díaz Return Condіtіon, Lіfe After Mohamed Salah Talkѕ, and Bіg Booѕt for Jayden Dannѕ

Lіverрool could be headіng іnto one of theіr moѕt dramatіc ѕummerѕ іn yearѕ, wіth ѕeveral ѕhockіng ѕtorіeѕ now lіnked to the club. Fіrѕt, reрortѕ claіm a former…