Madonna gave her toyboy Josh Popper a kiss on the cheek onstage during her sold-out concert at Barclays Center in Brooklyn on Wednesday night.
At 65, the Queen of Pop is 35 years older than the Bredwinners boxing coach, whom she fell in love with after she hired him to teach one of her six children.
Josh and Madonna judged Ballroom-inspired dancers &#8211; including two of her children &#8211; with cards reading &#8217;10&#8217; or &#8216;chop&#8217; during the Vogue segment titled &#8216;Estere&#8217;s Ball&#8217; after her 11-year-old daughter.
Popper was sporting a $350 Diplomats Decide T-shirt, matching shredded black pants, and sneakers while the seven-time Grammy winner wore a black-and-silver bustier, opera gloves, and heels.
At one point, the New York Life Insurance Company agent laughed uncomfortably when a jock strap-clad male dancer bent over in front of him while two other male dancers ravished his famous girlfriend.
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/04/78987133-12866647-Madonna_gave_her_toyboy_Josh_Popper_a_kiss_on_the_cheek_onstage_-m-39_1702613177323.jpg" width="634" height="809" data-gallery-handler-attached="true" />
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Madonna gave her toyboy Josh Popper a kiss on the cheek onstage during her sold-out concert at Barclays Center in Brooklyn on Wednesday night
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/04/78987127-12866647-At_65_the_Queen_of_Pop_is_35_years_older_than_the_Bredwinners_bo-m-40_1702613191676.jpg" width="634" height="561" data-gallery-handler-attached="true" />
At 65, the Queen of Pop is 35 years older than the Bredwinners boxing coach, whom she fell in love with after she hired him to teach one of her six children
Madonna usually enlists her celebrity pals to sit beside her for the Ballroom segment during Act II of her five-act concert &#8211; including Julia Fox, Debi Mazar, Donatella Versace, Arca, and Diplo.
Josh must have had a blast as he shared a rare Instagram post about the moment with Michigan-born Madge captioned: &#8217;10&#8217;s all around @madonna [sweaty emoji] #CelebrationTour.&#8217;
Popper hasn&#8217;t posted anything about the self-made superstar on social media since she cheered for him when he won the NYC Ring Masters Heavyweight Champion match on February 12.
The New York City concert marked Madonna&#8217;s first show this year in the United States, but &#8216;sound check issues&#8217; caused her to go on at 10:45pm rather than her usual call time between 9pm-10pm &#8211; according to People.
And since doors to the venue opened at 7:30pm and the Vulgar singer&#8217;s opening DJ Honey Dijon began her set at 8:30pm, concertgoers mistakenly believed she was between two-three hours late.
&#8216;I love Madonna but it&#8217;s really f***ed up how she&#8217;s literally like 2 hours late for her FIRST show in the US,&#8217; Twitter user @madonnalover911 wrote.
Twitter user @Duilio69 wrote: &#8216;2:30 hours late. I WANT A REFUND NOW.&#8217;
&#8216;I don&#8217;t give a f*** if you&#8217;re Madonna. If you&#8217;re 3 hours late, you&#8217;re just f***ing rude,&#8217; Twitter user @sean_fry8 wrote.
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78985687-0-image-a-38_1702602228324.jpg" width="634" height="845" data-gallery-handler-attached="true" />
Josh and Madonna judged Ballroom-inspired dancers &#8211; including two of her children &#8211; with cards reading &#8217;10&#8217; or &#8216;chop&#8217; during the Vogue segment titled &#8216;Estere&#8217;s Ball&#8217; after her 11-year-old daughter
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78985659-0-image-m-40_1702602237496.jpg" width="634" height="837" data-gallery-handler-attached="true" />
Popper was sporting a $350 Diplomats Decide T-shirt, matching shredded black pants, and sneakers while the seven-time Grammy winner wore a black-and-silver bustier, opera gloves, and heels
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78987135-12866647-image-a-58_1702604551756.jpg" width="306" height="546" data-gallery-handler-attached="true" /><img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78987125-12866647-image-a-60_1702604556274.jpg" width="306" height="546" data-gallery-handler-attached="true" />
At one point, the New York Life Insurance Company agent laughed uncomfortably when a jock strap-clad male dancer bent over in front of him while two other male dancers ravished his famous girlfriend
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/00/76744949-0-Surprise_Julia_Fox_shocked_fans_on_Wednesday_night_as_she_took_t-a-37_1702601798238.jpg" width="634" height="1055" data-gallery-handler-attached="true" />
Madonna usually enlists her celebrity pals to sit beside her for the Ballroom segment during Act II of her five-act concert &#8211; including Julia Fox (L, pictured October 18), Debi Mazar, Donatella Versace, Arca, and Diplo
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78986895-0-image-a-46_1702603744016.jpg" width="634" height="893" data-gallery-handler-attached="true" />
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Josh must have had a blast as he shared a rare Instagram post about the moment with Michigan-born Madge captioned: &#8217;10&#8217;s all around @madonna [sweaty emoji] #CelebrationTour&#8217;
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78986889-0-_pictured_February_12_-a-45_1702603733681.jpg" width="634" height="792" data-gallery-handler-attached="true" />
Popper hasn&#8217;t posted anything about the self-made superstar on social media since she cheered for him when he won the NYC Ring Masters Heavyweight Champion match on February 12
Twitter user @Heather_P_NYC wrote: &#8216;Madonna showed UP at Barclays tonight. Late as f*** but she did the thing.&#8217;
&#8216;She was AMAZING tonight &#8211; late but made up for it!&#8217; Twiter user @MisterD80 wrote.
When Madonna &#8211; who was hospitalized June 24 for &#8216;a serious bacterial infection&#8217; &#8211; did begin performing she told the relieved audience &#8216;it&#8217;s so great to be back in New York.&#8217;
&#8216;You have no idea. The enthusiasm, the joy, it&#8217;s just coming out of my pores. It&#8217;s amazing. Touch me right now. Please someone, touch me,&#8217; the twice-divorced mother-of-six said onstage &#8211; according to Variety.
&#8216;Touch me. Yes. Thank you. So uh — the relief. People can speak my language, the language of c***! Uh, I don&#8217;t know where to begin. First of all, no one is more surprised that I have made it this far than me. Yeah, four decades, motherf***ers! And I got to tell you, I didn&#8217;t think I was going to make it this summer, but here I am. Thank you for having me. Thank you for standing by me, for your support, your love.
&#8216;You don&#8217;t understand — the love from a New Yorker is like making a big fat smelly rat come up to you and put your arms around you: &#8220;I made it.&#8221; I&#8217;m not comparing you guys to rats. I know that sounded weird. First of all — I mean, fifth of all, I want you to meet myself. Have you met myself? She was little bit shy back in the day. Let&#8217;s see if she&#8217;s ticklish.&#8217;
Madonna will return to the Barclays Center this Thursday and Saturday before bringing her $77M-grossing, 79-date Celebration Tour to the Capital One Arena in Washington, DC next Monday-Tuesday.
The two-time Golden Globe winner reportedly teamed up with creative director Lewis James and musical director Stuart Price to dream up her most spectacular stage presentation for her 12th concert tour honoring her four-decade career.
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78986947-0-image-a-50_1702603799790.jpg" width="634" height="951" data-gallery-handler-attached="true" />
The New York City concert marked Madonna&#8217;s first show this year in the United States, but &#8216;sound check issues&#8217; caused her to go on at 10:45pm rather than her usual call time between 9pm-10pm
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78986439-0-image-m-47_1702603760252.jpg" width="634" height="1525" data-gallery-handler-attached="true" />
And since doors to the venue opened at 7:30pm and the Vulgar singer&#8217;s opening DJ Honey Dijon began her set at 8:30pm, concertgoers mistakenly believed she was between two-three hours late
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/01/78986925-0-image-a-49_1702603785948.jpg" width="634" height="715" data-gallery-handler-attached="true" />
When Madonna &#8211; who was hospitalized June 24 for &#8216;a serious bacterial infection&#8217; &#8211; did begin performing she told the relieved audience &#8216;it&#8217;s so great to be back in New York&#8217;
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/02/78987761-12866647-image-a-71_1702607392626.jpg" width="634" height="951" data-gallery-handler-attached="true" />
The twice-divorced mother-of-six said onstage: &#8216;No one is more surprised that I have made it this far than me. Yeah, four decades, motherf***ers! And I got to tell you, I didn&#8217;t think I was going to make it this summer, but here I am. Thank you for having me. Thank you for standing by me, for your support, your love&#8217;
<img loading="lazy" decoding="async" src="https://i.dailymail.co.uk/1s/2023/12/15/02/78987713-12866647-image-a-72_1702607397246.jpg" width="634" height="476" data-gallery-handler-attached="true" />
Madonna will return to the Barclays Center this Thursday and Saturday before bringing her $77M-grossing, 79-date Celebration Tour to the Capital One Arena in Washington, DC next Monday-Tuesday
Rather than a band or singer, Madonna enlisted RuPaul&#8217;s Drag Race #8 champ Bob the Drag Queen to serve opening act duties for her.
Here&#8217;s hoping things go better this time as the Material Girl&#8217;s knee and hip injuries forced her to cancel 14 shows of her prior 75-date The Madame X Tour back in 2019-2020.
As the coronavirus pandemic put the final nail in her tour&#8217;s coffin, the Popular singer underwent knee surgery in April 2020 followed by hip surgery in November 2020 as well as &#8216;regenerative treatment for my missing cartilage.&#8217;
Madonna plans to eventually embark on her self-directed Universal Pictures biopic &#8211; titled Little Sparrow &#8211; starring three-time Emmy winner Julia Garner.
The Evita alum co-wrote the script with Oscar-winning screenwriter Diablo Cody, who was later replaced by Independent Spirit Award-winning screenwriter Erin Wilson (The Girl on the Train, Secretary).

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Madonna kisses toyboy Josh Popper onstage Barclays Center in Brooklyn… after angering fans over two-hour concert delay