Celebrity Style. Celebs Most Regrettable Fashion Moments

September 29, 2008 • Celebrity Style

WWD asked some celebs "what was your biggest fashion mistake?" Here are some of the honest answers.

up, it was important that my twin sister [Samantha] and I looked
exactly the same. So when we were 13, she cut her hair really short at
a barber shop and I had to do so as well. Not cute. — Charlotte Ronson

Many, but I’m always prepared to rake risks. Sometimes I feel like blending in and sometimes I don’t. — Naomi Watts

I’m young. Everyone makes fashion mistakes then. You’re supposed to look like a dork. — Kirsten DunstSheryl_crow_2

this really long Gaultier coat with broad shoulders I bought when I was
still a
student. It must have been 1996. As I’m not very tall, on me it
was terrible! — Olivier Theyskens

MTV Awards in the nineties. I wore yellow leather jeans. They were a
creamy color. They were beautiful. On top of that, I had a striped tube
top — it was high-fashion, designer cashmere. And over that, a fur
vest. It was overload central. — Sheryl Crow

I had this pair of black MC Hammer parachute pants that I tucked into
my socks every day of sixth grade — thinking no one would notice I wore
the same pair of pants to school every day. Then this boy I had a crush
on totally called me out on it. — Elizabeth Banks

showed up to a Clive Davis party — drunk — with a black wig with a big
bow like from Hairspray and a pink dress. That picture has come back to
haunt me.
Kelly Osbourne

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