Maria Sharapova
and Nicole Richie are two of the most stylish stars -- but you couldn’t tell that by what they wore this week.

The sexy tennis player looked like a nun -- or perhaps a pilgrim -- in her conservative black and white dress.

Nicole Richie -- who floored us at last month’s CFDA gala -- looked uncharacteristically bad, too. Her petite frame was swallowed up by her ensemble, and those black striped pants were a fashion crime worthy of jail, literally!

Meanwhile, 20-year-old pop star Demi Lovato continued to dress like a country singer twice her age. She made too drab just a few weeks ago with a similar look.

Click on the "Launch Gallery" above to see even more dress disasters, including two "The Newsroom" stars' slip-ups.

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