Worst Oscar Hair Of All Time

Think you've seen it all? We found the 12 ugliest hairstyles (ever) seen at the Academy Awards

worst oscar hairstyle winona ryder

Winona Ryder, 2001 Oscars

Winona Ryder looks like she slept on wet hair, woke up with it stuck to her head, and then stepped directly onto the red carpet at the 2001 Oscars. A stringy look isn’t flattering on anyone, but it seems to look even less attractive on Ryder — maybe because we know what happens later that year (she gets arrested and convicted of shoplifting, if you don’t remember).