Madonna partnered with Grindr for a Pride Month kick off concert ahead of her new “Confession II” album

Madonna straddles barrier high above Times Square in scary moment from surprise concert

Madonna partnered with Grindr for a Pride Month kick off concert ahead of her new "Confession II" album

By Sharareh Drury

June 5, 2026 6:00 p.m. ET

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Madonna. Credit:

XNY/Star Max/GC Images

- Madonna surprised fans with a concert in Times Square on Thursday.

- During her performance, Madonna propped her leg over a plastic barrier while 30 feet above the ground.

- The pop icon has teamed up with dating app Grindr to promote her upcoming album, *Confessions II.*

Is it a true Madonna performance if there *isn't* some risky behavior involved?

On Thursday, the Queen of Pop transformed Times Square with a surprise Pride Month pop-up performance, in collaboration with Grindr, that included songs from her highly anticipated upcoming album, *Confessions II*.

The pop icon sang tracks from the TSX Entertainment stage such as "I Feel So Free" and "Love Sensation" while a brightly-lit LED screen and backup dancers amplified her performance.

While singing "I Love New York," perhaps the most fitting song for the performance given her locale, Madonna made the daring choice to prop one of her legs over a plastic barrier high above the ground — seemingly with no safety equipment on to keep her from falling. The TSX stage is elevated 30 feet above the pedestrian sidewalk below.

Madonna performs at TSX Stage in Times Square on June 4, 2026 in New York City.

XNY/Star Max/GC Images

The singer's decision to hoist herself over the barrier looked even more challenging given her attire —a pink corset paired with laced-up knee boots.

Nonetheless, Madonna pulled off the daring move while serenading a growing dance party below, eventually pulling her leg back over the barrier and moving to the center of the stage to finish out the song.

Other tunes belted by the 67-year-old superstar included "Bring Your Love" (minus her Coachella duet partner Sabrina Carpenter), "Get Together," and "Hung Up."

Madonna says 'best f---' of her life was John F. Kennedy Jr.

Madonna returns to 'Like a Virgin' locale for surprise career move

Madonna is seen performing a surprise concert in Times Square on June 4, 2026 in New York City.

James Devaney/GC Images

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Madonna and dating app Grindr teamed up in late April ahead of the release of *Confessions II*, the sequel to her 2005 album *Confessions on a Dance Floor*.

As part of the promotional campaign, Madonna recently sat down for a video chat with queer personalities including *RuPaul's Drag Race* winner Bob the Drag Queen, playwright Jeremy O. Harris, designer Raul Lopez, dancer Ivy Mugler, and Marcelo Gutierrez.

Highlights from their conversation include Madonna discussing the thought of receiving a "hole pic," wondering whether or not "size" mattered in a partner, and Madonna's reveal that John F. Kennedy Jr. was the "best f---" of her life.

*Confessions II *arrives July 3.

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Source: “EW Musicians”