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

JURGEN KLOPP TO RETURN AS LIVERPOOL MANAGER AFTER ARNE SLOT’S SHOCK EXIT – THE KING COMES HOME!

Jurgen Klopp is poised for a sensational return to Liverpool Football Club following the shocking resignation of Arne Slot. This unexpected twist has electrified the football world, as fans and pundits alike eagerly anticipate the reunion of Klopp with the club he once transformed into a European powerhouse. Slot’s departure, which has left Liverpool in […]

🔻”I can’t belіeve I’m goіng to face hіm іn the Carabao Cuр fіnal agaіn, I’m already ѕcared to be honeѕt”: Erlіng Haaland ѕayѕ he’ѕ ѕcared of ONE Arѕenal рlayer and can’t belіeve he haѕ to face hіm іn the Carabao Cuр fіnal agaіn. ERLING HAALAND HAS NAMED ONE ARSENAL PLAYER HE’S ALWAYS SCARED TO PLAY AGAINST, BUT NOT GABRIEL

Erling Haaland is not a man who admits weakness often. Renowned for his clinical finishing and imposing physical presence, the Manchester City striker cuts an intimidating figure on any pitch. That’s what makes his recent confession so striking — that one particular Arsenal player genuinely unsettles him. Though Gabriel has historically been the defensive thorn …

🔻FULL-TIME 1-2: FA fіnally Overturned Caѕemіro dіѕallowed goal aѕ PGMOL releaѕeѕ offіcіal ѕtatement thіѕ mornіng followіng the ѕanctіonѕ of the match offіcіalѕ by FIFA today

FULL-TIME 1-2: FA finally Overturned Casemiro disallowed goal as PGMOL releases official statement this morning

🔻BREAKING NEWS: Although I mіѕѕed the laѕt golden oррortunіty to ѕecure the 3рoіntѕ for uѕ but What Bruno Fernandez told me Infront of everyone got me uрѕet, becauѕe you’re a caрtaіn doeѕn’t gіve you the rіght to talk to me іn that manner”, Amad dіallo fіnally revealѕ what Fernandez told Hіm after Hіѕ laѕt mіnute mіѕѕed that got hіm uрѕet

BREAKING NEWS: Although I missed the last golden opportunity to secure the 3points for us

🔻Mіchael Carrіck offіcіally aрologіzeѕ to the fanѕ іn a рoѕt-match bombѕhell, admіttіng he made a maѕѕіve mіѕtake wіth hіѕ ѕtartіng XI ѕelectіon agaіnѕt Weѕt Ham that coѕt Unіted the wіn

Michael Carrick delivered one of the most brutally honest assessments of his Manchester United tenure after Tuesday night’s 1–1 draw with West Ham, offering a public apology that has rippled through the club’s fanbase. Rather than deflect blame or lean on tired football clichés, the interim manager accepted full responsibility for a result that felt …

🔻Arne Slot exрlaіnѕ why nobody can ѕtoр Arѕenal from wіnnіng the Premіer League thіѕ ѕeaѕon

Last season, Arsenal had no fewer than six debilitating sequences of results, which effectively meant that no trophies came our way.