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The Most Ghastly Fashion Moments on ‘Sex and the City': A Retrospective

As a former Sex and the City fan, I spent plenty of time viewing the show through rose-colored glasses. But even when I loved SATC, there was always one thing about it that baffled me: its widely celebrated fashion sense, courtesy of famed oddball stylist Patricia Field. Bold and avant-garde at best, the outfits Carrie and her friends wore were more often just plain confusing. So, to commemorate today’s 15th anniversary of Sex and the City, here are a few of the all-time worst ensembles in its history, from both the original series and the movies.

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The first iconic Carrie Bradshaw look. Some people will tell you that women over 30 shouldn’t wear tutus; the truth is, everyone who isn’t a ballerina or a toddler should probably steer clear.

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That’s not how shirts work.

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You’ll poke your eye out, Samantha. Or, more likely, some guy’s.

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Remember that time when Charlotte went to the Kentucky Derby, Samantha was an extra in an MC Hammer video, and Carrie got a gig as a TV psychic, and then they all met up to drink cosmos and dish about it?

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And you thought that was Carrie’s only flirtation with the turban! Alas, it was not. This time, she’s ditched the psychic inspiration for a bit of Mary-Kate Olsen.

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#Menswear.

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Imagine: this existed before Etsy.

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Miranda, that one Madonna video called and… oh wait, no, it doesn’t want that look back. It says you can keep it.

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Not sure how this happened, but let’s go ahead and blame it on Gwen Stefani.

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Think this looks bad? You should have seen what happened to the other sleeve.

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Samantha does Dallas.

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You can have the midriff or the fanny pack. Pick one. But don’t make it the fanny pack.

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Remember that time Carrie and Samantha went to Burning Man and fell in with a group of hippie Liberace enthusiasts? Yeah, they don’t, either.

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OK, it doesn’t look too bad from far away, but for heaven’s sake, what is happening from the waist up?

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Here’s a good test of whether your shirt is ridiculous: if it’s impossible for people to see you in it without picturing you dancing with maracas in your hands, that’s a pretty good sign.

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And finally, is Carrie doing Lady Gaga’s “Bad Romance” video or her “Alejandro” video here? Weigh in on this and other important questions in the comments!

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