Rihanna
Unsurprisingly, the singer took the biggest dare of the night by wearing her pink eye shadow on more than just her lids.
Reese Witherspoon
The actress' perfectly-placed twisted hairstyle teamed with her blue eyeliner is an absolutely mesmerizing combo.
Mandy Moore
The actress gave pastel purple eye makeup an edgy twist with this all-over look.
Lily Collins
The actress went all out with her film-noir inspired beauty. The short cut, wispy lashes and wine-hued lips made it the total package.
Solange Knowles
Per usual, the singer is killing the hair game with her modern bun-like 'do.
Kate Hudson
The actress is giving major Sumo wrestler vibes (in the chicest way possible) with her super-tight top knot.
Elizabeth Banks
The actress' ice-blonde locks are right on-trend, but it's her bold blue liner that's just risky enough.
Lily Aldridge
Normally, low-key makeup doesn't work, but in this situation we'll make an exception (for obvious reasons).
Kylie Jenner
Baby pink (painted on her eyes, lips, cheeks and nails) was the theme of Kylie's makeup look. The sweet shade was just subtle enough next to her naked dress.
Emily Ratajkowski
What better way to bring out the sequins in her dress, than with a pop of blue winged liner?
Rose Byrne
Nothing says red-carpet risk like Rose's sculptural hair-do. It helps that she kept the makeup to a minimal, too.
Selena Gomez
A hot pink cat-eye is not casual by any means. In this case, however, it's a detail that gives the singer's look a rad twist.
Behati Prinsloo
Here, Behati is basically a glammed-up beach babe. Her bronzed makeup is elevated with a little help from her smoothed-out mermaid curls.
Emma Roberts
Emma's bronzed smoky eye is a classic, but the extra pigment makes it feel just dressed up enough for the occasion.
Evan Rachel Wood
The actress gave the bold eye a fashion twist with shimmery grey-blue shadow that happened to coordinate with her hair.