JoJo Siwa has left fans stunned after debuting her brand new look at the Billboard Women in Music Awards on Sunday.

We've chosen 38 of the most daring looks she's worn since winning "American Idol" 20 years ago — take a look. After she won "American Idol" in May 2005, Underwood walked the red carpet in a bold ...

The 51-year-old oozed chic in a black blazer that featured sharp shoulders and a plunging neckline. Heidi certainly didn't ...

While she’s rarely spoken about her personal style, she has spoken about her confidence, and how she doesn’t care what people ...

The iHeartRadio Music Awards were held in Los Angeles on March 17. The show saw Kelsea Ballerini, Tori Kelly and JoJo Siwa wow on the red carpet Monday night.

On the red carpet, Lisa of BLACKpink has repeatedly shown that she can effortlessly alternate between edgy, experimental outfits and more traditional, beautiful ones.

This year, all of the above were at play. Ahead, peruse the best looks fromVanity Fair's Oscars after-party. As always, the most daring red carpet look belongs to my personal hero, Julia Fox.

While the Brits red carpet isn’t necessarily known for the most avant-garde of fashion choices, a number of attendees opted for some surprisingly bold looks. Here are some of the most daring ...

With the announcement that Donatella Versace is stepping back from design duties, The Hollywood Reporter looks at how the ...

The “HISS” rapper slayed in a sleek, curve-hugging silhouette with bold feather embellishments and daring cutout ... to bring drama to a red carpet. The actress looks stunning in a long ...

On the red carpet at the Oscars 2025 Sunday ... “There are always obstacles,” Andalore said of executing the daring look, “but I believe they often lead to even better outcomes.