Lupita Nyong’o
Event: Met Gala
Year: 2016
Est. Cost: $9,000*
Lupita Nyong’o made headlines with her Met Gala look in 2016. The actress wore a sparkly green Calvin Klein dress with an unusually high hairstyle, which she said was inspired by African art. The daring look divided opinions, with some praising its originality and others finding it too extreme.