Home
Gallery
'Sex and the City': Carrie's Best and Worst Looks

'Sex and the City': Carrie's Best and Worst Looks

We pick Ms. Bradshaw's most memorable outfits -- for better or for worse -- from TV and the movies

By Meeta Agrawal

Updated May 28, 2010 at 02:00 PM EDT

Skip gallery slides

1 of 46

BEST

Credit: Janet Mayer/PR Photos

When Carrie breezes back onto the screen in this perfect white Halston and heels, we're ready to get carried away once again.

2 of 46

WORST

Credit: Ignat/ Bauergriffin.com

If her dated dress and frizzy half-'do were part of Sex and the City 2's '80s flashback, then fine — unfortunately, it's not.

3 of 46

WORST

Credit: Craig Blankenhorn

Harem pants and fancy footwear work on the streets of Manhattan — not in the deserts of the Middle East.

Continued on next slide.

4 of 46

BEST

Credit: Craig Blankenhorn

In Sex and the City 2, Carrie wears five looks by design house Halston, but this vivid orange maxi dress is the clear standout of the bunch.

5 of 46

WORST

Credit: Craig Blankenhorn

We like the petticoat's nod to the tutu famously featured in Sex's opening sequence, but that skirt plus those stilettos in an Abu Dhabi bazaar — really?!

6 of 46

BEST

Credit: James Devaney/WireImage.com

Did the camera add 20 pounds — to her flower accessory? One of Carrie's trademark looks goes big for the big screen.

Continued on next slide.

7 of 46

BEST

Credit: Craig Blankenhorn

Carrie's iconic tutu earns itself a cameo in the movie.

8 of 46

WORST

Credit: Craig Blankenhorn

On trend, as always, the ladies go long and colorful (if clashing) with their resort wear. And they're not fierce enough to turn Carrie's heartbroken frown upside down.

9 of 46

WORST

Credit: James Devaney/WireImage.com

Carrie attempts to pull off a dominatrix-in-winter getup.

Continued on next slide.

10 of 46

WORST

Credit: Craig Blankenhorn/WireImage

Clearly, these ladies aren't afraid of PETA.

11 of 46

BEST

Credit: Dara Kushner/INFphoto.com

The only thing cuter than Carrie's sweet summer dress: Stanford!

12 of 46

12

Credit: James Devaney/WireImage.com

BEST and WORST
This theatrical, runway-ready Vivienne Westwood gown didn't disappoint fans speculating if Carrie would join Big at the altar. The blue bird in her hair is another issue....

Continued on next slide.

13 of 46

BEST

Credit: Dara Kusher/INFphoto.com

Flouncy or fitted? Carrie achieves both with one dress.

14 of 46

WORST

Credit: INFphoto.com

Sexy accessories give this look some zsa zsa zsu. But not enough.

15 of 46

BEST

Credit: Charles Sykes/Rex USA

Carrie turns up an '80s-inspired preppy look.

Continued on next slide.

16 of 46

BEST

Her velvet and polka dot ensemble is pure Parisian fairy tale.

17 of 46

WORST

Credit: Tom Kingston/WireImage.com

Her love life's a circus, but that's no reason to dress like a ringmaster.

18 of 46

BEST

Always eager to dress the part, Carrie dons her version of Sunday best.

Continued on next slide.

19 of 46

BEST

Credit: Craig Blankenhorn/Corbis Outline

The Paris episodes of Sex's final season highlighted Carrie at her most glamorous; this stunning black-and-white ensemble was a marvel of pattern and texture. (Bonus points for the supercute luggage.)

20 of 46

WORST

This overloaded outfit proves all writers need a (fashion) editor.

21 of 46

BEST

When dating a politician in season 3, Carrie tries Jackie O. shades on for size.

Continued on next slide.

22 of 46

WORST

Credit: Bill Davila/WireImage.com

The tenty top hid SJP's pregnancy, but what's the do-rag's excuse?

23 of 46

BEST

That blooming pin would become a signature item for Carrie — and her fans.

24 of 46

WORST

Credit: James Devaney/WireImage.com

Carrie's love for her muskrat coat makes for a serious fur pas.

Continued on next slide.

25 of 46

BEST

Carrie and Samantha show some skin and work some stripes.

26 of 46

WORST

Credit: Mitchell Gerber/Corbis

The weird gloves distract from an otherwise cute outfit.

27 of 46

BEST

By this point in season 3, Carrie's love life was a hot mess — her ill-advised affair with the married Big was dooming her relationship with good guy Aidan — but man, did she look good. Windswept!

Continued on next slide.

28 of 46

WORST

Credit: Tom Kingston/WireImage.com

We like Carrie's experimentation with patterns, but when the patterns are this boring, the combo just falls flat.

29 of 46

BEST

Metallic accessories make a hot summer dress even spicier.

30 of 46

WORST

''Ugh'' on the Uggs — and is that a bra peeking through?

Continued on next slide.

31 of 46

BEST

Credit: Craig Blankenhorn

We likey the gorgeous gown Carrie was originally going to wear on the runway at season 4's fashion show, before she got stuck with that tragic blazer-and-panties ensemble.

32 of 46

WORST

Credit: Photofest

Scotland on top, Little House on the bottom, and ratty in between.

33 of 46

BEST

Credit: Steve Sands/New York Newswire/Corbis

Miss Bradshaw suits up in gorgeous pinstripe for her first day at Vogue.

Continued on next slide.

34 of 46

WORST

Credit: Everett Collection

Looks like it's made out of spandex — and would our girl really wear synthetics?

Account

'Sex and the City': Carrie's Best and Worst Looks

1 of 46

BEST

1 of 46

2 of 46

WORST

2 of 46

3 of 46

WORST

3 of 46

4 of 46

BEST

4 of 46

5 of 46

WORST

5 of 46

6 of 46

BEST

6 of 46

7 of 46

BEST

7 of 46

8 of 46

WORST

8 of 46

9 of 46

WORST

9 of 46

10 of 46

WORST

10 of 46

11 of 46

BEST

11 of 46

12 of 46

12

12 of 46

13 of 46

BEST

13 of 46

14 of 46

WORST

14 of 46

15 of 46

BEST

15 of 46

16 of 46

BEST

16 of 46

17 of 46

WORST

17 of 46

18 of 46

BEST

18 of 46

19 of 46

BEST

19 of 46

20 of 46

WORST

20 of 46

21 of 46

BEST

21 of 46

22 of 46

WORST

22 of 46

23 of 46

BEST

23 of 46

24 of 46

WORST

24 of 46

25 of 46

BEST

25 of 46

26 of 46

WORST

26 of 46