Celeb Style

15 Oscars Fashion Moments We’ll Never Forget (& 5 We Wish We Could)

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ABC

The Academy Awards always give us a night to remember, whether it’s with upsets or underdog stories, tearful speeches or emotional performances. Celebrating some of the greatest films the entertainment world gives us each year is a wonderfully messy blast, and even though it doesn’t always turn out the way we want (sorry to all our losing brackets out there), we can all agree that some of the biggest winners don’t come with a golden statue. They come strutting down the red carpet.

Though in recent years we’ve been making a plea for red carpet reporters to ask some questions with more depth, we have to admit — we love an Oscar look, and sometimes we’re dying to know more. The couture gowns, the silky pantsuits, the never-ending tulle and the slightest accessories that can spice up a tuxedo give the fashion industry a chance to go all out, and we’re not mad about. So while those reporters ask the questions these hardworking actors, actresses and other industry members deserve to be asked, we’re happy to admire the clothing along with their achievements from afar. Check out some of favorite looks from over the years, and a few that should maybe stay on their hangers in the back of the closet for eternity.

Billy Porter, 2019

Adriana M. Barraza/WENN.com

The 2019 Academy Awards brought us a lot of questions. Would the winner of Best Picture actually deserve it? Would we have to be mad about Bohemian Rhapsody for winning more than it deserved on Monday? Would Lady Gaga and Bradley Cooper finally publicly profess their love for each other? There were a lot of unknowns heading into the night, but one question was immediately answered as the red carpet was rolled out. No one, not a single person, would be upstaging Billy Porter. Already known for his fashion triumphs, the performer took Oscar fashion to the next level in a Christian Siriano velvet look. A suit from the waist up and an elegant gown the rest of the way down, the Pose star told Vogue he was looking to “challenge expectations” as well as gender norms in fashion. He did just that and more. If there was a Rotten Tomatoes score for this look, we’d give it 100%.

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