What a wedding! Britney Spears and Madonna’s best BFF moments

Britney Spears and Madonna

Britney Spears and Madonna showed loved for each other when they reenacted their infamous MTV Video Music Awards kiss during the “I’m a Slave 4 U” singer’s wedding to Sam Asghari on Thursday at her home in Thousand Oaks, Calif.

And Spears even sang “Vogue” with Madonna, Selena Gomez, Drew Barrymore and more.

But this diva-on-diva lovefest goes way back in the day. Here, we look back on Britney and Madonna’s five best BFF moments:

1. The first kiss

Of course, Madonna and Spears famously locked lips during the opening performance of the 2003 MTV Video Music Awards while singing a medley of “Like a Virgin” and “Hollywood.” And while Christina Aguilera also got a smooch from Madge, there was definitely more, ahem, action happening between Spears and Madonna — as her perplexed ex Justin Timberlake looked on, no less.

Britney Spears and Madonna first locked lips during their performance at the 2003 VMAs.
AP Photo

“In rehearsals, it wasn’t something like, ‘This is what we’re going to do,’ ” Spears told Rolling Stone. “She said before the performance, ‘Let’s just feel it out and see what happens.’ I didn’t know it was going to be that long and everything, but it was cool.” Then, Spears added, “Maybe she was my husband in another life.”

2. Making beautiful music together

Just weeks after their big makeout moment at the VMAs, Spears and Madonna released “Me Against the Music.” Brit fought for the divalicious dance track to be the first single from her fourth studio album, “In the Zone.” And in the video, the Material Girl proved that she could more than keep up with the younger singer.

Me Against The Music video
Britney Spears and Madonna in the video for “Me Against the Music.”
Britney Spears/Vevo via YouTube
Britney Spears and Madonna
Britney Spears and Madonna at the 2003 MTV Video Music Awards.
WireImage

3. Britney says she only takes advice from Madonna

In a 2003 interview with the New York Times, Spears said: “I don’t listen to anybody. Nobody can tell me anything . . . But I do listen to Madonna. For some reason I listen to her. I know that sounds really silly.”

Spears then went on to express further admiration for the Queen of Pop: “She’s a visual artist and a deep artist as well. I like the way she thinks. I wish I could be inside of her head . . . I like Madonna’s career, and what she’s done with her family.”

Madonna and Britney Spears kissed at the "I'm a Slave 4 U" singer's wedding on Thursday.
Madonna and Britney Spears kissed at the “Oops! . . . I Did It Again” singer’s wedding on Thursday.
Kevin Ostajewski/Shutterstock
Donatella Versace, Paris Hilton, Britney Spears, Madonna, Selena Gomez and Drew Barrymore.
Donatella Versace (from left), Paris Hilton, Britney Spears, Madonna, Selena Gomez and Drew Barrymore broke out into “Vogue” at the “. . . Baby One More Time” singer’s wedding.
Kevin Ostajewski/Shutterstock

4. Madonna supports Britney on the ’Gram

In April 2021, Madonna took to Instagram in her Madame X guise to support the movement to free Britney with a little bit of “. . . Baby One More time.” “Love This Song……..,Love The Girl who sings it,” she wrote.

Britney Spears, left, gives an award to U.S. singer Madonna, right, during the NRJ awards ceremony in Cannes, France.
Britney Spears and Madonna during an awards ceremony in Cannes, France in 2004.
ASSOCIATED PRESS

Madonna, rocking a “Britney Spears”-emblazoned tank top, again showed her love for the “Toxic” singer in her Instagram Story in July 2021. “Give this woman her life back,” she wrote. “Slavery was abolished so long ago! Death to the greedy patriarchy that has been doing this to women for centuries. This is a violation of human rights! Britney we coming to get you out of jail!”

5. Madonna wants to tour with Britney

Singer Madonna, with special guest singer Britney Spears, performs during her Sticky and Sweet Tour at Dodger Stadium on November 6, 2008 in Los Angeles, California.
Madonna and Britney Spears perform during the Material Girl’s Sticky & Sweet Tour at LA’s Dodger Stadium in 2008.
Getty Images

In a recent Instagram Live session, Madonna revealed that she would like to go on a stadium world tour with Spears, even if the singer hasn’t performed since 2018. “Me and Britney, what bout that?” she said. “Yeah, I’m not sure she’d be into it, but it would be real.y cool. We could, like, reenact the original kiss.”

Share This Article