The 31 Most Cringe-Worthy Oscar Moments of All Time

Remember when host Seth MacFarlane sang about boobs?

The 31 Most Cringe-Worthy Oscar Moments of All Time
(Image credit: Getty Images)

Are you ready for the 92nd annual Academy Awards? It's all happening on February 9 and we're already assuming Once Upon a Time in Hollywood will snag a bunch of awards and expecting some iconic fashion looks. Ahead of the biggest night in Hollywood, we're taking a look back at some of the most uncomfortable moments we've ever had to watch through our television screens. You know, those moments where it's painful to watch but you can't quite bring yourself to look away. Here's to a 2020 Oscars where everyone keeps their clothes on.

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Alex Warner
Editor

I’m currently working at Dotdash Meredith as the Celeb & Entertainment E-Commerce Lead contributing affiliate content for People.com and InStyle.com. I’m basically like your personal shopper, from writing about that cozy loungewear set you didn’t know you needed to keeping tabs on the best sales and deals on the internet. I’m also a pro at finding affordable dupes for celebrity looks and I love to dig into the data to strategize content opportunities.