This year's award shows have been a showcase of daring outfits, pushing the boundaries of fashion and self-expression. From bold colors to unconventional silhouettes, celebrities have embraced the opportunity to stand out on the red carpet. Here are the top 10 most daring outfits that certainly left a mark:

1. Lady Gaga's electrifying ensemble featuring an oversized cape and avant-garde accessories.
2. Janelle Monáe's stunning tuxedo dress that beautifully melded femininity with a classic look.
3. Harry Styles in a vibrant floral suit that challenged traditional menswear aesthetics.
4. Zendaya’s futuristic jumpsuit adorned with intricate details and intricate patterns.
5. Rihanna's show-stopping gown that combined elements of haute couture and street style.
6. Billie Eilish's oversized, pastel-hued look that redefined comfort and flair.
7. Ciara's sheer dress that left everyone in awe with its daring cuts.
8. Michelle Yeoh's bold, metallic number that shimmered under the lights.
9. Timothée Chalamet’s striking all-leather ensemble that redefined red carpet masculinity.
10. Kacey Musgraves’ whimsical outfit featuring feathers and glitter, making a statement about individuality.

Award show fashion has always been a topic of fascination, showcasing the creativity and boldness of designers and celebrities alike. Among the best moments in award show fashion history are iconic looks that have left a lasting impact on the industry and pop culture. For instance, Julia Roberts at the 2001 Oscars, who graced the red carpet in a stunning Valentino gown, perfectly encapsulated elegance and sophistication. Similarly, Lady Gaga's infamous meat dress at the 2010 MTV Video Music Awards turned heads and sparked conversation, proving that fashion can be a powerful form of expression.

However, not all moments in award show fashion are memorable for the right reasons. Some ensembles have missed the mark entirely, creating a cringe-worthy legacy instead. One such example is the infamously bizarre outfit worn by Björk at the 2001 Oscars, which was a surreal swan costume that left many viewers puzzled. Another worst moment came in 2017 when some celebrities opted for lackluster or poorly fitted designs, overshadowing their talents. Fashion is indeed subjective, but these moments serve as reminders that even the most famous stars can fall victim to fashion fails.

The red carpet is often the canvas for bold fashion statements, but some looks have left audiences questioning, What Were They Thinking? From outrageous ensembles to unconventional colors, celebrities frequently push the boundaries of fashion. Iconic moments like Lil' Kim's purple pastie and Björk's infamous swan dress serve as prime examples of styles that sparked heated debates. These daring choices not only highlight individual expression but also invite the public to ponder the evolving definitions of beauty and aesthetics.

While some of these controversial outfits have become legendary, they often overshadow the excitement of the event itself. It's easy to forget that the red carpet serves as a platform for creativity and self-expression. In a world where fashion is continuously evolving, embracing uniqueness is essential. Nonetheless, it begs the question: how far is too far? As we explore these head-turning moments, the phrase What Were They Thinking? reverberates, challenging us to appreciate the audacity of those who dare to defy conventional style norms.