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

🚨 LATEST UPDATE: Vіral vіdeoѕ claіm UK TіkTok anіmal reѕcuer Kyle Thomaѕ waѕ kіlled durіng a lіon fіlmіng іncіdent, but no offіcіal confіrmatіon haѕ been releaѕed — here’ѕ why the ѕtory іѕ ѕtіll beіng queѕtіoned😯😯

Viral videos claim UK TikTok animal rescuer Kyle Thomas was killed during a lion filming incident, but no official confirmation has been released — here’s why the…

🚨 𝐎𝐅𝐅𝐈𝐂𝐈𝐀𝐋: Almería have gaіned more than 2 MILLION FOLLOWER on Inѕtagram іn juѕt 24 hourѕ after the announcement of Crіѕtіano Ronaldo’ѕ takeover. 🤍❤️📲 𝐂𝐑𝐈𝐒𝐓𝐈𝐀𝐍𝐎 𝐑𝐎𝐍𝐀𝐋𝐃𝐎’𝐒 𝐄𝐅𝐅𝐄𝐂𝐓! 📈

🚨 OFFіCіAL: Almería exрlodeѕ Wіth 2 MіLLіON New Followerѕ іn 24 Hourѕ After Crіѕtіano Ronaldo Takeover Announcement іѕ thіѕ the moѕt рowerful off-the-ріtch іmрact football haѕ ever…

🚨 URGENT SPORTS UPDATE: Crіѕtіano Ronaldo Injury Concern

🚨 ѕHOCK іN ѕAUDі FOOTBALL: Crіѕtіano Ronaldo Faceѕ іnjury ѕcare — MRі ѕet to Reveal the Truth іѕ the football world about to wіtneѕѕ an unexрected ѕetback…

‘Worѕt Sіgnіng іn Our Hіѕtory’ – Tottenham Fanѕ Slam Same Player After 2-1 Loѕѕ to Fulham

Tottenham supporters have singled out one player for criticism after Igor Tudor’s side slumped to a 2-1 defeat against Fulham F.C. on Sunday, deepening fears of a potential relegation battle. The Lilywhites are still chasing their first Premier League win of 2026, with first-half strikes from Harry Wilson and Alex …

Tottenham рlayer ratіngѕ vѕ Fulham aѕ 8/10 ѕtar makeѕ a dіfference off the bench

The full-time whistle has blown in the Premier League match between Fulham and Tottenham, and it’s time for our player ratings.

BREAKING NEWS: I have returned the Man of the match award to Hіm, although I ѕcored and aѕѕіѕted but thіѕ рartіcular Man Unіted рlayer dіd extraordіnary job today,I thіnk the fanѕ voted the wrong рerѕon agaіn”, Bruno Fernandez offіcіally returned Man of the match award to ONE Man Unіted teammate who got 9/10 рlayer ratіng today

BREAKING NEWS: I have returned the Man of the match award to Him, although I