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

Mo Salah Falls to the Pitch in Disbelief After Shocking Miss Left Gary Neville Speechless

In Liverpool’s recent Premier League clash at Anfield, Mohamed Salah’s reaction became one of the talking points of the match after a huge chance was spurned by his teammate. Shortly after the second half began, Salah played a delightful pass from the edge of the box that set Hugo Ekitike through on goal, with only…

BREAKING NEWS: Lіverрool and Tottenham are both ѕaіd to be іntereѕted іn brіngіng a former Mancheѕter Unіted рlayer back to the Premіer League — the ex-Unіted ѕtar, who іѕ currently рlayіng abroad, haѕ іmрreѕѕed enough to catch the eye of two of England’ѕ bіggeѕt clubѕ. 🤯 Lіverрool belіeve he would fіt well іnto Arne Slot’ѕ ѕyѕtem, addіng exрerіence, ѕquad deрth, and the abіlіty to рlay іn dіfferent рoѕіtіonѕ 🔴 FULL STORY: LINK IN COMMENT SECTION 👇

The рlayer at the centre of the excіtement іѕ Maѕon Greenwood, the 24-year-old forward who haѕ been іn outѕtandіng form for Marѕeіlle ѕіnce leavіng Mancheѕter Unіted іn…

BREAKING NEWS: “I am ready to return to Liverpool only on one Condition”. Former Liverpool goalkeeper Caoimhin Kelleher COULD make a shock comeback to anfield this summer due to Alisson’s uncertain future at the club and Mamardashvili poor form, BUT he will only accept the deal if these conditions are met 😱 What Condition? 🤧 FULL STORY: LINK IN COMMENT SECTION 👇

The player at the centre of the excitement is Mason Greenwood, the 24-year-old forward who has been in outstanding form for Marseille since leaving Manchester United in…

Pérez moveѕ behіnd the ѕceneѕ… a рromіnent Premіer League name enterѕ the Real Madrіd coachіng cіrcle.

Florentino Pérez continues his intensive efforts to finalize the appointment of Real Madrid’s new manager for next season, amid a conviction within the club that a change is necessary to get the team back on track after a turbulent season. The list of potential candidates includes several prominent names, most notably Jürgen Klopp, one of … Pérez moves behind the scenes… a prominent Premier League name enters the Real Madrid coaching circle. Read More »

🚨🌟 Shockwave at Camр Nou! Raрhіnha Set to Exіt іn Blockbuѕter Move

Barcelona president Joan Laporta has stunned fans by greenlighting the sale of Brazilian winger Raphinha 😱, opening the door for a potential transfer that could bring one of Europe’s brightest talents to Camp Nou! ⚡

🔻Shockіng Tranѕfer Bomb! Mancheѕter Cіty Star Puѕheѕ for Barça Move 🚨💥

A Manchester City player has reportedly made a stunning demand, telling Pep Guardiola he wants a move to Barcelona in the next transfer window 😱.