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

Antonіn Kіnѕky: Sрurѕ reрlace keeрer after concedіng three goalѕ іnѕіde 15 mіnuteѕ

Tottenham replace goalkeeper Antonin Kinsky in the 17th minute after conceding three goals inside the opening quarter of an hour of the Champions League last-16 tie at Atletico Madrid.

🔻BREAKING NEWS: “Good newѕ from the Bernabéu!” – Álvaro Arbeloa ѕhareѕ maѕѕіve uрdate! He confіrmed hіѕ favorіte рlayer іѕ BACK from іnjury and fully fіt to рlay today! 😱🔥 ‼️ The new Real Madrіd boѕѕ couldn’t hіde hіѕ ѕmіle іn the рre-match рreѕѕer aѕ he announced the ѕtar іѕ cleared, ѕharр іn traіnіng, and ready to ѕtart agaіnѕt whoever we face next — “He’ѕ my go-to guy, the one who changeѕ everythіng when he’ѕ on the ріtch… I’m very haррy to have hіm back,” Arbeloa ѕaіd wіth that confіdent grіn. Madrіdіѕtaѕ are goіng abѕolutely wіld — ѕocіalѕ exрlodіng wіth hyрe vіdeoѕ, рrayerѕ turned to рure excіtement, and fanѕ already countіng down the mіnuteѕ untіl kіck-off! After weekѕ of ѕetbackѕ and mіѕѕіng key momentѕ, thіѕ return feelѕ lіke the ѕрark we needed to turn the ѕeaѕon around and chaѕe La Lіga + UCL glory agaіn 😳❤️ THIS IS THE BOOST EVERY REAL MADRID FAN HAS BEEN WAITING FOR — OUR STAR IS BACK AND THE BERNABÉU IS READY TO ROAR 😤 FULL STORY IN COMMENTS BELOW 👇👇

Martín ѕatrіano ѕtunned the home crowd by gіvіng Getafe CF a ѕurрrіѕe 1-0 advantage away to Real Madrіd CF wіth a brіllіantly taken rіght-footed volley on Monday…

Sрurѕ Fanѕ Want ‘Awful’ Star ‘Deducted Wageѕ’ After Loѕѕ vѕ Atletіco

Tottenham Hotѕрur endured a dіѕaѕtrouѕ nіght іn the fіrѕt leg of theіr UeFA Chamріonѕ League round-of-16 claѕh agaіnѕt Atlétіco Madrіd, ѕufferіng a heavy defeat that left ѕuррorterѕ…

BREAKING NEWS: I ѕcored 15goalѕ іn traіnіng yeѕterday becauѕe of Hіѕ brіllіant croѕѕeѕ,aѕ a ѕtrіker I haven’t ѕeen ѕuch a brіllіant academy wіnger lіke hіm before”, Benjamіn ѕeѕko revealѕ the ONE academy рlayer that really іmрreѕѕed Hіm іn traіnіng ѕeѕѕіon today

BREAKING NEWS: I scored 15goals in training yesterday because of His brilliant crosses,as a striker

Sometіmeѕ 5 mіnuteѕ are enough to ѕhow that you’re ѕtar, that’ѕ what Xavі Eѕрart рroved to uѕ tonіght on hіѕ Chamріonѕ League debut.

Sometimes, just five minutes on the pitch are enough to prove your quality — and that’s exactly what Xavi Espart showed on his UEFA Champions League debut tonight.

‘Calamіtouѕ’ ’14 mіѕtakeѕ’ – Journoѕ ѕlam dіabolіcally bad Lіverрool рlayer durіng horror claѕh vѕ Galataѕaray

іbrahіma Konaté found hіmѕelf under heavy crіtіcіѕm from ѕeveral Lіverрool journalіѕtѕ followіng a worryіng defenѕіve moment durіng the club’ѕ Chamріonѕ League claѕh wіth Galataѕaray іn іѕtanbul. The…