26 Of The Most Memorable "Gossip Girl"-Style Trends, From Tasteful To Tacky

You always got the feeling that they put way more effort into the clothes on the show than they did the plotlines. Here’s a recap, from best to worst.

1. The Great: Blair’s Pussybows

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…and Chuck’s ascots:

It’s how you knew Blair and Chuck were meant to be.

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2. Sequins

The stylists were gratuitous yet for the most part tasteful with their use of sequins.

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The sequins, in this case, are overshadowed by Serena’s perfectly disheveled hair and distracting cleavage.

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3. Blair’s Occasional 1950s Thing

Blair’s retro wardrobe is what makes her infinitely more charming than Serena, who as we will later see, dresses like she’s stuck in 2004.

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4. Bows

Look at those dimples!

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5. The “Rosemary’s Baby” Look

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Blair also had an occasional 1960s thing.

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6. The Good: Serena Van Der Woodsen’s Ponytail

This is the most Pinteresting ponytail on the internet.

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7. Interesting Coats

Gossip Girl always had a knack for making autumn in New York look like the most amazing time and place to be (which it is).

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8. The Acceptable: Mixed Prints

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9. Blair’s Little Old Lady Outfits

Slaven Vlasic / Getty Images

Sometimes she was a little more Nancy Reagan than Anna Wintour.

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10. Ruffles

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A rare sighting of Blair in shorts.

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11. The Slightly Bad: Floral Stepford Wife Dresses

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12. Chuck’s Rainbow Wardrobe

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13. The Bad: Boob Cutout Dresses

Serena’s cleavage was practically a supporting cast member.

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Here’s Georgina, pulling it off rather well.

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14. Cloché Hats

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15. The Really Bad: Serena’s Rachel Zoe-esque Boho Style

During the summer months, Serena enjoys dressing like a Hamptons housewife twice her age.

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16. Thigh-High Boots

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17. The “Golfer” Look

LOL. Remember Jenny Humphrey???

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18. Arm Satchels

They always seemed to make $5000 designer handbags look awful and clunky.

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19. Fedoras

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This is, quite possibly, the worst Dan has ever looked.

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20. The Unacceptable: Weird Patterned Tights

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21. Serena’s Micro-Skirts

Serena always could have used a couple extra inches.

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22. The “Shawl Cardigan”

Hopefully we will never see these again after this show ends.

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Here’s Serena, wearing like 5 of them at the same time.

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23. Serena’s Revealing Hervé Dresses

Just because you don’t look lumpy in them doesn’t mean you should wear them.

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24. Blair’s Uggs

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25. Serena’s Awkward Tunic Tops

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26. The Worst: Vanessa’s Terrible Style, In General


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OH YEAH. ALSO. Scrunch boots. No.

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