Legendary Country Superstar, 59, Turns Heads In Hot Red Cowgirl Boots Onstage During Surprise Duet With Special Guest

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Legendary Country Superstar, 59, Turns Heads In Hot Red Cowgirl Boots Onstage During Surprise Duet With Special Guest originally appeared on Parade.

Shania Twain gave fans a real treat when she brought out a surprise guest for her performance of “Party For Two” during her sold-out headlining show at the Calgary Stampede in Calgary, AB, Canada, over the weekend. The country music icon invited emerging country artist Drake Milligan to the stage at the Scotiabank Saddledome on Saturday (July 5) to sing the fan-favorite duet, which is normally performed with Billy Currington.

“From this song, he’s gonna rush off stage and go on to his own show to perform. He’s a real trooper. I’m very privileged to be able to sing with him and I want you to give him the biggest, warmest welcome here to Canada and here to Calgary, please welcome Drake Milligan,” Twain told her fan base, according to a statement,welcoming Milligan to the stage.

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“Ain’t no party like a@calgarystampedeparty! 💃🕺🏼 Big thank you to the very talented@drakemilliganfor jumping onstage to join me for a party for two before his own show mere moments later!” Twain captioned a clip on Instagram, which was shared on both of the artist's respective pages.

The video showcases Twain and Milligan trading lines on the uptempo song while dancing on stage. The 59-year-old “Any Man of Mine” singer stunned in a fashionable white ensemble, accessorizing her look with a matching cowboy hat and sparkling red boots. She completed her concert attire, wrapping a handkerchief around her neck, giving the ultimate cowgirl queen aesthetic.

Twain sparkled while looking ageless alongside her 27-year-old duet partner, and fans immediately took notice.

“Is this [the] Shania Twain I want to see? Like her old years back,” one follower commented below the clip. “Love her outfit, clothes, hair, and style. She’s still the one.”

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“You look and sound gorgeous,” another person wrote, with a third fan writing, “You look fantastic, Shania!”

Milligan, meanwhile, complemented Twain’s look, by sporting a maroon-colored buttoned-down jacket with casual blue jeans and a western-styled belt buckle.

“I'm havin' me a party (well, I don't think I can come) / Uh-uh, this ain't just any kind of party (Nah, I think I'll stay at home) / Uh, oh, no / It's gonna be really, really hot (it's starting to sound good) / I'm gonna put you on the spot (baby, maybe I should) / Yeah, there'll be lots of one on one (guess I could be there) / Come on and join the fun (what should I wear?)”The two sang, belting out the chorus of the song.

Twain’s performance at the Scotiabank Saddledome was part of a 10-day long event, dubbed The Greatest Outdoor Show on Earth, where the Canadian superstar also served as the parade marshal. “Party For Two,” written alongside ex-husband and former producer and creative partner Robert John “Mutt” Lange, belongs on Twain’s 2004 Greatest Hits Compilation album.

Related: Shania Twain Makes Generous Food Bank Contributions Across Her North American Tour Route This Summer

Legendary Country Superstar, 59, Turns Heads In Hot Red Cowgirl Boots Onstage During Surprise Duet With Special Guest first appeared on Parade on Jul 7, 2025

This story was originally reported by Parade on Jul 7, 2025, where it first appeared.