12 Red Carpet Outfits Celebrities Regret Wearing the Most

A red carpet is filled with glitz and glamour, allowing celebrities to strut their best fashion and turn all eyes on them. However, not all bold statement pieces garner attention for the right reasons.

From see-through dresses to outlandish ensembles, several cringe-worthy red carpet moments have left celebrities wishing they could turn back time.

Let's focus on 12 celebrities who were left saying, "What was I thinking?” after showing up at the red carpet with an outfit that proved disastrous. We'll delve into the moments that made headlines, from Gwyneth Paltrow's 2002 Oscars gown to other regrettable fashion choices.

12. Mariah Carey

Mariah Carey is known for her incredible vocal range and captivating performances. Over the years, she has stunned fans with unforgettable fashion choices, but she didn't always love her outfits.

Speaking candidly about her style at the beginning of her career in the '90s, Carey revealed how she battled against her stylists' penchant for all-black attire. She once remarked:

"They diiiiid [like to put me in black]. It was just like, ahhh, such a long story. You don't even [want to] know."

While Carey has undoubtedly come a long way since those early days, her commitment to being true to herself and unique sense of style is something that fans will always admire.

11. Diane Kruger

Diane Kruger has graced the big screen and the fashion world with her stunning presence. Known for her impeccable fashion sense, she has always been a fashion risk-taker, often experimenting with new and bold looks on the red carpet.

However, even she has had her share of fashion regrets. Kruger could not forget one specific garment she wore while attending a Golden Globes event.

The dress was a gold number that exposed her belly, and she paired it with retro hair, which was not a good look, according to her. Kruger recalled:

"I love [the designers], and I don't know why we talked ourselves into this dress … It was not a good look, and I think that will be remembered."

10. Kate Hudson

Kate Hudson is a talented actress who has captured the hearts of millions of people worldwide. As a red carpet regular, she has always been a fashion icon, but there was one questionable moment.

In 2001, Hudson wore the dress of her dreams, designed by none other than Stella McCartney. The gown made her feel amazing, but to her surprise, she was on every Worst Dressed list.

She called up McCartney, and they laughed it off. McCartney later asked, "It was the hair, wasn't it?" While the dress may not have been a hit, Hudson's ability to laugh at herself and take it in stride is a testament to her good humor and resilience.

9. Ashley Tisdale

Ashley Tisdale is a multi-talented star who has been in the spotlight since her teenage years. Tisdale has always been a fashion risk-taker, often experimenting with new and bold looks on the red carpet.

The star's approach to fashion failures is somewhat unique. Instead of feeling embarrassed about cringeworthy looks, she embraced them while laughing at herself. Recalling one of her "weirdest looks," she said:

"I wore this really weird pink camo skirt and this pink furry thing, and I don't even know what it was. And instead of wearing it [as] you would normally wear it, I was like, 'I am going to do it, have one of my arms out and have it going across my body.'"

8. Zendaya

Zendaya is an actress, singer, and fashion icon who has made a name for herself in Hollywood. She quickly became a fan favorite on the red carpet but called the attention of the fashion police on one of her past outfits.

Zendaya did not hold back when asked about any red carpet blunders. While it might be hard to imagine her committing a fashion crime now, the star described a past look she detested. It included a floral dress paired with brown shoes. She said:

"It wasn't very flattering—I hadn't gotten that far in my style evolution yet. I was 13 at the time, but still."

Despite this misstep, Zendaya's style has since evolved, and she has become one of the industry's most iconic and talked-about fashionistas.

7. David and Victoria Beckham

David and Victoria Beckham are a power couple who have dominated the fashion industry for decades. They are known for their trendsetting fashion choices and ability to make the most outlandish outfits work.

However, even the Beckhams sometimes get it wrong. In 1999, they showed up at an event wearing matching black leather outfits inspired by bikers.

Versace designed the clothing, but looking back, the couple admits it was a questionable choice. The football legend laughed, sharing:

"That's one when I look back and am like, 'What were we thinking?'"

6. Eva Longoria

Eva Longoria is a talented actress and producer known for her stunning beauty and skill. However, not every single one of her red carpet looks garnered a standing ovation.

For Longoria, wearing crop tops constantly was something she wished she had refrained from. She also shared her biggest red carpet blunder—it was an all-leather moment.

She wore the outfit to the Tomb Raider film premiere in 2001, and while the look matched the movie's theme, Longoria admitted:

"There is a decade of me just showing my stomach … There was a 'Tomb Raider' premiere where I wore all leather. Appropriate for 'Tomb Raider,' but it was like I was going to a theme party."

5. Rihanna

Rihanna is a global superstar known for her hit songs, acting, and entrepreneurship. She is also a fashion icon, launching her luxury fashion line and collaborating with major fashion brands.

However, even someone as fearless and stylish as Rihanna can have fashion regrets. In 2014, she received the Fashion Icon Award from the Council of Fashion Designers of America wearing a sheer, Swarovski-encrusted fishnet dress designed by Adam Selman.

While she looked absolutely stunning, Riri regretted wearing the gown with what she described as "a thong that wasn't bedazzled."

4. Paris Hilton

Paris Hilton is a socialite, entrepreneur, and reality TV star. Known for her party-girl image, Hilton has had many memorable moments on the red carpet, including a few missteps.

Hilton admitted her biggest fashion regret was the outfit she wore to the Sundance Film Festival in 2001. She turned heads wearing a pink tutu dress with a black bustier. And the cherry on top? Moon boots and a red beanie! Hilton confessed:

"I got this dress from Patricia Fields … It was too drastic. It was snowing, and I couldn't wear my heels, and it was freezing, so I had to wear this beanie."

3. Gillian Anderson

Gillian Anderson is a talented actress known for her iconic roles in "The X-Files," "Sex Education," and many other hit TV shows and movies. Despite her incredible acting skills, Anderson had a fashion faux pas that landed her on the worst-dressed list.

She shared her regret about a gold geisha-style dress she wore with a band around the middle. Anderson admits she cannot quite understand why she chose to wear it to the Golden Globes in the first place, expressing:

"I don't think I've worn anything quite as offensive since then."

2. Gwyneth Paltrow

Gwyneth Paltrow is a talented actress, entrepreneur, and health enthusiast. She has always been admired for her elegant style, but even the best of us have our moments.

The 2002 Oscars was where Paltrow committed a fashion crime. The star explained that she was lucky enough to walk down the red carpet in a stunning Alexander McQueen gown. While she was proud of the dress, the styling didn't work out as she had hoped. The actress commented:

"There were a few issues; I still love the dress itself but I should have worn a bra, and I should have just had simple beachy hair and less makeup. Then, it would have worked as I wanted it to."

1. Dolly Parton

Dolly Parton is a legendary singer and actress known for her voice and flamboyant style. Throughout her career, she has graced countless red carpets in stunning outfits that reflect her unique personality. However, there were a few outfits she looked back on with confusion. She explained:

"I think, 'Oh my Lord, you must have thought you looked good,' and I must have, or I wouldn't have worn it."

Despite the regrets, Parton has always been true to herself and her style, inspiring others to embrace their individuality and express themselves through fashion.

All the stars on this list proved one thing: even the most iconic celebrities and fashion lovers don't always get it right. But their ability to laugh at the past inspires others to take risks on the red carpet.

While not all bold fashion choices are successful, and some have resulted in cringe-worthy moments, it's all about self-expression and owning one's personal style.