Leonardo DiCaprio, 1994
Sure, the seasoned red carpet pro prefers to drape himself in models now, but how sweet is 19-year-old Leo all dressed up for his Best Supporting Actor nom for What's Eating Gilbert Grape.
Caitriona Balfe, 2016
The Outlander star wore Alexander McQueen at her first time at the Globes in 2016, when she landed two nominations.
Jennifer Aniston, 2002
Before settling into her signature style, the Friends star went for a sleek, sexy look with a peek of midriff in this black tux. She garnered a Best Actress nom for her famous TV role, but she didn't take home the Globe until a year later.
Brie Larson, 2016
The Room star hit the red carpet in Calvin Klein before picking up her first Globe for Best Actress in a Motion Picture Drama.
Angelina Jolie, 1998
16 years later and it's safe to say, Angie still totally owns the goth vibe. And to think it all started when she won Best Actress for the TV movie George Wallace. We gotta say, the star's over-the-top makeup is almost more eyecatching than her dress!
Amy Schumer, 2016
Far from a "trainwreck," the Best Actress in a Motion Picture, Comedy nominee hit the red carpet in style.
Jennifer Lawrence, 2011
Jennifer goes for the dramatic in a ruffled black and gray Louis Vuitton gown. Her Winter's Bone role nabbed her a Best Actress nomination.
Lily James, 2016
The British actress, a vision in Marchesa, had a true Cinderella moment at the ceremony.
Sandra Bullock, 1996
Before her days of crazy couture, the actress keeps it simple in all black on the Globes carpet with her dad for her Best Actress nom for While You Were Sleeping.
Cate Blanchett, 1999
The blonde beauty was her normal, stunning self in this all-black number at the 1999 show.
Julia Louis-Dreyfus, 1994
The Seinfeld star stunned in this black ensemble and went home a winner at her first ever Golden Globes.
Rami Malek, 2016
The Mr. Robot actor (and Best Actor in a Television Series, Drama nominee) cleaned up in Christian Dior.
Tina Fey, 2007
The comedienne opted for a short number during her first Golden Globes red carpet in 2007.
Kerry Washington, 2014
The Scandal star rocked her baby bump to her first time at the awards show in 2014.
Taraji P. Henson, 2009
The Empire actress opted for a frilly, black and brown dress at her first appearance at the Golden Globes in 2009.
Oprah Winfrey, 1986
The '80s were a decade for big hair and even bigger fashion, and Oprah certainly showed it with this fur and fringe fail. At least she got a Best Supporting Actress nom for The Color Purple!

