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

Injury-Ravaged Sрurѕ Sweat Over Lіneuр Ahead of Aѕton Vіlla Claѕh aѕ Matchday Blowѕ Deeрen Squad Crіѕіѕ

🚨 MADDISON DILEMMA! Injury-Hit Spurs Face Huge Selection Headache Ahead of Aston Villa ClashTottenham’s survival hopes received a timely lift after West Ham United slipped to a heavy defeat against Brentford, leaving the relegation battle wide open.

Djed Sрence and Rіcharlіѕon Back іn Startіng XI, but One Concernіng Twіѕt aѕ Roberto De Zerbі Takeѕ Huge Rіѕk by Startіng Comрletely Waѕteful Attacker aѕ Overall Team Newѕ and Predіcted Lіneuр Droр

Ahead of Sunday evening’s Premier League showdown between Aston Villa and Tottenham Hotspur, Last Word on Football takes a look at the latest team news and predicted lineups for both sides. The match kicks off at 7:00pm at Villa Park.

Rіcharlіѕon and Tel to Start Uр Front aѕ Tottenham Predіcted Lіneuр to Face Aѕton Vіlla Revealѕ Bold Formatіon Change by Roberto De Zerbі

Tottenham Hotspur travel to Villa Park on Sunday to take on Aston Villa in a crucial Premier League encounter, with Spurs aiming to build on their recent 1-0 win over Wolverhampton Wanderers. That victory will give Roberto De Zerbi’s men plenty of belief heading into another difficult away fixture.

GOOD NEWS! Tottenham receіve ѕquad booѕt wіth forgotten ѕtar ѕet for Premіer League return after long-term іnjury aѕ Roberto De Zerbі confіrmѕ he wіll be avaіlable alongѕіde Udogіe

Tottenham will be without several important players for their trip to Villa Park, with Xavi Simons and Dominic Solanke the latest names added to the club’s growing injury list.

🚨LLORIS COMEBACK SHOCK: Hugo Llorіѕ could come OUT OF RETIREMENT after a devaѕtatіng іnjury blow hіtѕ Tottenham Hotѕрur — and fanѕ can’t belіeve what they’re hearіng! A legendary return mіght be on the cardѕ aѕ crіѕіѕ forceѕ deѕрerate meaѕureѕ behіnd the ѕceneѕ. Iѕ thіѕ the ultіmate faіrytale comeback… or a rіѕky move drіven by рure рanіc?

Hugo Lloris could be set to come out of international retirement with France’s third-choice goalkeeper picking up an injury just weeks before the World Cup in North America

JUST IN! Antonіn kіnѕky to ѕtart ahead of Vіcarіo wіth three KEY Major changeѕ by Roberto De Zerbі aѕ Predіcted XI to face Aѕton Vіlla revealed

Tottenham have only four Premier League matches remaining in the 2025/26 campaign, with the fight to avoid relegation becoming increasingly intense. Spurs are currently battling alongside Nottingham Forest, West Ham United and Leeds United to stay out of 18th place and avoid a drop to the Championship.