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Jelly Roll Teams Up With AJ McLean For Run Through Backstreet Boys’ ‘I Want It That Way’ During Toronto Show

Wednesday night's (July 10) gig was part of Jelly's first-ever international swing of shows.

AJ McLean and Jelly Roll attend the 2024 BMG Pre-Grammy Party at Bar Lis on Jan. 30, 2024 in Los Angeles, California.

AJ McLean and Jelly Roll attend the 2024 BMG Pre-Grammy Party at Bar Lis on Jan. 30, 2024 in Los Angeles, California.

AJ McLean and Jelly Roll attend the 2024 BMG Pre-Grammy Party at Bar Lis on Jan. 30, 2024 in Los Angeles, California.

Jelly Roll continues to provide proof that dreams do come true. On Wednesday night (July 10) during his first-ever solo international date, the “Save Me” singer brought out a very special guest to help him celebrate. Performing at the 2,500-capacity venue History in Toronto, the country superstar surprised the sold-out house by inviting the Backstreet Boys’ AJ McLean out to help him on a run through the boy band’s iconic 1999 single “I Want It That Way.”

“Get on out here AJ, let’s sing some music for these motherf–kers in Toronto, baby!,” Jelly shouted as McLean waltzed on stage to screams from the crowd. The two men were in perfect harmony on their duet, with the audience enthusiastically helping out on the “tell me whyyyy” chorus as if the whole thing had been rehearsed beforehand.


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During the show, Jelly took a moment to savor his first trip up North while shouting out some classic Canadian cuisine, telling the crowd, “technically, this week is officially my international debut. It’s the first time I’ve… let me tell you something. Everything’s been great. Cover the kids’ ears, but the weed has been incredible, the people have been great. And I mean, I never had poutine until yesterday… I’m sorry I was late to the party, but I will take it home and make a tradition of throwing gravy on my fries.”

In June, Jelly Roll announced that he’d booked his first non-U.S. dates, which included a July 8 show at the Meridian Center in St. Catharines in Ontario at a benefit for the Heather Winterstein Foundation, which was followed by a July 9 gig at Ottawa’s Bluesfest.

“I can’t tell ya’ll how unreal this was man. I kind of gave up hope that they were ever going to let me into Canada,” he told the crowd. Man, I couldn’t have asked for a better reception.”

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The 39-year-old singer who has scored three No. 1 hits at Canadian radio to date, has never booked any shows in Canada — or anywhere else overseas to date — due to visa restrictions tied to a number of arrests and convictions earlier in his life. Jelly has been candid about his past legal issues and jail time, including dozens of stints behind bars on drug charges dating back to when he was 14, as well as an arrest at 16 for aggravated robbery that sent him to prison for a year when he was tried as an adult; he faced a potential 20-year sentence in that case, though he served just over a year and was put on probation for seven years.

Check out a clip of the duet below.

This article was first published by Billboard U.S.

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Post Malone, Jelly Roll at the Jelly Roll & Friends concert held at Billy Bob's Texas on May 06, 2025 in Fort Worth, Texas.
Christopher Polk/Penske Media

Post Malone, Jelly Roll at the Jelly Roll & Friends concert held at Billy Bob's Texas on May 06, 2025 in Fort Worth, Texas.

Concerts

Post Malone and Jelly Roll to Play Toronto and Edmonton on Summer 2026 Big Ass Stadium Tour Part 2

The pair's sequel stadium tour is slated to kick off at Sun Bowl Stadium in El Paso, Texas on May 13 after a pair of festival stops.

Post Malone and newly minted Grammy winner Jelly Roll are hitting the road together this summer. The pair announced the sequel to their 2025 summer slam on Monday morning (Feb. 2), rolling out the dates for The BIG ASS Stadium Tour part 2.

The follow-up to last year’s run of gigs in football stadiums is slated to kick off on April 10 in Fort Lauderdale, Fla. with the first of two stops at festivals with a headlining slot at the Tortuga Music Festival, followed by an April 26 appearance at the Stagecoach Music Festival in Indio, Calif. Other festival drop-ins will take place along the way, including the May 16 Boots in the Park Festival in Albuquerque, N.M., the Gulf Coast Jam in Panama City Beach, Fla. on May 31, Carolina Country Fest in Myrtle Beach, S.C. on June 7, the Barefoot Country Music Festival in Wildwood, N.J. on June 20 as well as Summerfest in Milwaukee, Wis. on June 27.

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