
By Jenna Rosenstein, Harper's Bazaar
A vast majority of red carpet beauty looks are pretty-and nothing more. They're some safe combination of classic updo or glossy waves, glowing skin, and maybe a nude or pink lip. But the stars ahead took major hair and makeup risks and with it came a big reward-a spot on our list of the most iconic red carpet beauty looks ever.
Jennifer Lopez

Jennifer Lopez's sleek and sculptural updo was the perfect pairing for her unusual minty green eyeshadow and coral-pink lipstick in 2003.
Angelina Jolie

While the rest of the world was looking at her leg pop, we were fixated on Jolie's glossy pink-red lipstick and bombshell waves. The actress had finally nailed effortless Hollywood beauty.
Jennifer Aniston

Aniston's famous hair was the talk of the town when she hit the Emmys red carpet in half-dreaded curls.
Gwyneth Paltrow

Smoky eyes with a grungy naked dress make perfect sense. But an updo with a side French braid? That was a hair look we never expected.
Jennifer Lawrence

The Hunger Games actress solidified herself as a beauty star to watch when she hit the film's premiere wearing a gold-threaded updo.
Emma Stone

Wearing peach is hard for anyone. A blonde-and-tan Emma Stone made it look effortless.
Gwen Stefani

The ever-experimental Stefani took Rockabilly hair for a spin in the early 2000s.
Julia Roberts

The dress wasn't the only thing that became instantly iconic when Roberts won her first Oscar. Her side-parted and sculptural updo is recognizable to hairstylists everywhere.
Charlize Theron

With 1920s waves, 1920s skinny-brows, and a 2004 spray tan-this is one of Theron's reigning red carpet looks.
Rihanna

A naked dress called for a major beauty moment in the form of glossy nude lips, perfectly smoky eyes, and a head wrap in the same glittering fabric.
Lady Gaga

Out of all the hair colors we've seen Lady Gaga wear, this yellow-and-blonde wig paired with Barbie-pink lips, smoky eyes, and bold brows is a buffet of beauty.
Blake Lively

Blake Lively singlehandedly revived boho braids when she wore this rumpled mixed-braid and flower pin at the 2011 premiere od The Green Lantern.
Barbara Streisand

Barbara Streisand at the 1969 Oscars wearing mod eye makeup and a blunt bob that still looks classic in 2018.
Beyonce

It's hard to say exactly who started the lob haircut trend. Actually, that's not true. It was Beyonce at the 2014 Grammy Awards.
Lupita Nyong'o

With a pale blue dress fit for a princess, Lupita Nyong'o's jeweled headband was the perfect beauty statement.
Jennifer Lopez

The only thing more hotly debated than the 2016 election is whether or not Jennifer Lopez's oversized curls at the 2002 Academy Awards were chic. For the record: we love them.
Drew Barrymore

There's nothing more '90s than Drew Barrymore's vampy red lipstick paired with choppy bangs and daisy pins.
Natalie Portman

Natalie Portman shocked the world when she debuted her shaved head at a film premiere in 2004.
Madonna

Madonna as Marilyn Monroe is almost as iconic as Marilyn Monroe as herself.
Zendaya

Zendaya's gorgeous long locs caused controversy-and sparked conversation-about the beauty of real hair.
Michelle Williams

This iconic look from Michelle Williams taught us all to never wear a yellow dress without a red lipstick in a supporting role.
Cher

Cher proves that sometimes you don't need to show hair at all-just hundreds of black feathers-to make a major red carpet statement.
Solange Knowles

Knowles looked angelic wearing graphic black eyeliner and cloud-like curls at the Grammy awards.
Emma Watson

Emma Watson said goodbye to her Harry Potter days with a major haircut and dramatic makeup overhaul at the film's last New York premiere.
Rooney Mara

Segmented buns looked both futuristic and edgy-Mara's speciality-at the 2016 Academy Awards.
Ruth Negga

One of our favorite Golden Globes looks is actually silver: Ruth Negga's sparkly metallic eyes at the 2016 ceremony.
Reese Witherspoon

Moe than a decade later, women are still flocking to hairstylists asking for Reese Witherspoon's soft layers and wispy side bangs.
Elizabeth Taylor

Elizabeth Taylor wearing long, braided extensions parted to each side and a jeweled crown like only she could.
Cara Delevingne

Sometimes more is more. Cara Delevingne paired shiny Old Hollywood waves with punk glittery and smoky eyes and a classic blue-red lipstick at the premiere of The Suicide Squad.
Lily Collins

Lily Collins looked like royalty wearing pale pink eyeshadow, red lipstick, and a braided updo at the 2017 Golden Globes.
Lady Gaga

Like her character Ally in A Star Is Born, Lady Gaga dyed her hair a bright and bold color to attend the 2019 Golden Globe Awards.
Zendaya

Zendaya's brushed-out and clould-like curls were the only beauty statement that could out do her bright orange lip.
Gigi Hadid

A take on the glitter eye trend we had never before seen: silver glitter traced in a vertical line down the center of the lid, not unlike tears.
Rihanna

This matte red lip almost single-handedly kicked off the matte lipstick craze. It also proved just how beautiful pink and red can look when worn together.
Lady Gaga

Chunky metallic silver glitter on the eyes and cherry-red lipstick are both Old Hollywood and New Hollywood on Lady Gaga.
Kim Kardashian West

Arguably Kardashian West's best-ever beauty look (and there have been a lot), the combination of catty winged liner with '90s lipstick and a snatched half-up ponytail was equal parts sexy and glam at the 2018 Met Gala.
Bella Hadid

Scarface hair made a beauty comeback because Bella Hadid and hairstylist Jen Atkin decided it should.