The Bullet Train actress made a dramatic entrance at the 2020 ceremony in an optical illusion Iris Van Herpen design.
The Nanny nominee rocked florals in an unexpected way at the 1996 Golden Globes: on her head.
In true Courtney fashion, she made sure all eyes were on her as she sizzled in a cutout dress with blue beaded embellishments.
The Goop founder proved less is more with her completely sheer Fendi gown.
In the last year of the 1990s, the There's Something About Mary nominee boldly hit the red carpet in a floor-length floral wrap layered over pants.
In 1980, the triple threat was a winner rocking some one-of-a-kind print.
In 1996, the Melrose Place nominee channeled some daring glamour in the form of this metallic gown with a slit spanning most of the dress.
The Scandal star chose a sleek, yet sexy Altuzarra look that included a structured blazer (sans a shirt underneath) and a thigh-high skirt.
Back in 1987, Jane Seymour brought plenty of moons to the star-studded night courtesy of her standout dress print.
No one takes more fashion risks than Cher, who wore a jaw-dropping top with a plunging keyhole cutout that she paired with matching bottoms and a fur coat.
The actress stood out from the crowd at the 2014 golden Globes in this Stéphane Rolland design featuring head-to-toe sculptural ruffles.
The actress appeared to draw inspiration from the 1920s with her sequined halter dress at the 2004 Golden Globes. She accessorized the sheer, backless design with a beaded headband.
While you more frequently see tie-dye on T-shirts, that didn't stop the actress from attending the 2012 Golden globes in a voluminous Monique Lhuillier dress in a similar eye-catching print.
With its nude illusion bodice, mermaid tail and cut-out shoulders, there was a lot to the actress' 2009 Golden Globes Carolina Herrera look.
The actress made heads turn with lavish headpiece and sexy slip dress.
Never one to adhere to fashion rules, the star boldly stepped out in a colorful pair of mismatched shoes at the 2011 Golden Globes. Her floral Vivienne Westwood gown with tulle detailing was just as attention-grabbing as her quirky footwear.
The actress made a gutsy move by donning a ballerina-style dress complete with a flouncy tutu at the 2003 award show. Her lace-up heels completed the unforgettable red carpet look.
While attending the 1987 ceremony, the Working Girl actress shined bright in a rainbow-colored sequin gown.