6. Little Bo Peep

An oldie, but goodie, this “Little Bo Peep” ensemble is fashion police-worthy. Someone call the cops, because an innocent-looking Kim looks like she just robbed a scared farmgirl of her best clothing. Smiling for the cameras, it seems like Kim thought she looked super-cute at the time, but looking back now, she must be cringing. Who could picture today’s fashion-forward Kim in a pair of wedges or a dress that is not made by Dior or Prada? Kim has come a long way (most of the time), and this pure white dress is a pure fashion disaster. Little Bo Peep wouldn’t even take a peep at this dress!

5. Penguin Problem

Kim was certainly asking for it when she stuffed her ever-expanding pregnant body into a tight black and white dress that made her look like a human penguin. The web had a field day picking apart this look, and Kim surely regretted her maternity choice instantly. What ever happened to an old-fashioned oversized shirt or dress? Why be so uncomfortable and unstylish at the same time? Black and white is a classic combo, but penguin-inspired fashion will never catch on, even if someone as trend-setting as Kim tries to make it a thing. Let’s put this look on ice.

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