That Time Jessica Simpson Split Her Pants Open (With No Underwear) While Performing In ‘99

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Jessica Simpson became a pop culture icon at the turn of the millennium. She burst onto the scene at just 17 in 1997, captivating audiences with her music and memorable appearances on reality television. Now, she’s sharing a particularly unforgettable moment from 1999 – the time her pants split open, and she happened to not be wearing any underwear!

The “Irresistible” singer mentioned in September the happy family relationship she has with her sister and her mom. It looks like her family totally came through for her, too, even at the start of her career. Back in 1999, Simpson told ET about accidentally going commando during one of her concerts, and I feel for her:

I had a really embarrassing moment at Madison Square Garden – my pants split completely open! I was mortified and started crying. I didn’t want to go back onstage, but my mom saved the day by letting me borrow her jeans. It meant she was stuck backstage in just her underwear and a t-shirt, though!

That mom is a lifesaver! It was so thoughtful of her to sacrifice her own comfort – wearing just underwear and a t-shirt – so her daughter could perform on stage without ripped pants. It was a truly heroic act.

It might seem like ripped pants only happen in cartoons, like in a SpongeBob SquarePants episode, but it actually happens to celebrities too! For example, Katy Perry’s pants split while she was judging on American Idol, but she laughed it off and kept the show going.

Honestly, seeing things go wrong on stage happens, and it’s always a bit cringey but also kind of funny. I remember when Ashlee Simpson, Jessica’s sister, had that whole mix-up on SNL – the wrong music started playing! It was a big deal at the time, but looking back, it’s actually pretty hilarious. It just reminds you that everyone makes mistakes, and sometimes those mistakes are what we remember most.

It’s easy to see how upsetting that day must have been for Jessica Simpson. Starting her music career as a teenager, she’d talked before about the pressure of being measured against stars like Britney Spears and Christina Aguilera. So, having a public fashion blunder in front of a crowd was likely incredibly embarrassing. Watching footage of herself from 1999 discussing the concert incident, Simpson recently told ET that the experience remains unforgettable.

I was performing when my pants ripped all the way from the back to the front – and I wasn’t wearing any underwear! Right after I hit a high note, it happened. My mom rushed backstage and, thankfully, quickly took off her own pants so I’d have something to wear. Luckily, she was wearing underwear!

Thank goodness her mom was there!

Catherine Bach, known for her role in The Dukes of Hazzard, shared in a recent interview that she wouldn’t change anything for her younger self, emphasizing the importance of staying true to who you are. She’s definitely lived by that principle, particularly in recent years. Along with her family, she’s built a fulfilling life in Nashville and rediscovered her passion for music, drawing inspiration from her Southern heritage with her Nashville Canyon Part 1 & 2 EPs. Ultimately, Simpson’s story shows that following your own instincts can lead you exactly where you’re supposed to be.

Jessica Simpson had a famously embarrassing moment in 1999 when her pants ripped on stage, and she wasn’t wearing underwear. However, some would say this mishap actually made her more down-to-earth and connected with her fans. It’s likely she’d now tell other performers to always have a spare pair of pants handy, just in case!

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2025-11-22 23:38