Oscar’s most outrageous looks

In magazines and on TV, it’s not uncommon that we hear experts applaud someone who takes risks with fashion – that is, if it’s done well. When a celeb steps out of their comfort zone, wears something unexpected and pulls it off, they wind up all over the internet and in the pages of magazines’ best-dressed lists.

The eyes of the world are focused on those who walk the red carpet on Oscar Night, making it either the best – or the worst – place to take a fashion risk. If it’s not done successfully, it can reach the level of Janet Jackson’s infamous Super Bowl ‘wardrobe malfunction’ – ridiculed and talked about for all the wrong reasons.

No doubt you’re familiar with these ensembles, but enjoy the walk down memory lane. We’re still talking about some of these looks – which is more than we can say about some of the safe, boring looks that have since been forgotten.

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