Gossip Girl Reboot has just premiered and while there are new trendy fashion that is predicted to inspire teen fashion in the 2020s, nothing really compares to the original show’s fashion that is still iconic and wearable today. Here are 20 OG Gossip Girl outfits that stood the test of time:

  1. Serena’s casual brown leather jacket and jeans as she’s coming back from boarding school is the first look we get of the stylish Upper East Siders. The staple pieces are timeless and the same look has been imitated in Gossip Girl Reboot.

2. What’s couture, stays couture. Serena and Blair’s shopping style is ones we want, but cannot afford.

3. Jenny is a fashion designer so if anyone can put together a wardrobe of timeless outfits, it’s her.

4. They might have been at a 1920s themed party which goes to show sparkly dresses are wearable at any decade!

5. Blair was ahead of her time with her lingerie dress. These dresses are now worn out as casual looks.

6. Georgina’s blazer and plaid skirt look has been trendy for half a decade.

7. Serena’s sexy short skirt with knee high shoes combo is definitely still a vibe.

8. Serena’s casual but chic school look is anything but ordinary. The tie with the knee high boots can even be seen in the styles of the Gossip Girl Reboot cast.

9. Serena’s white gown is iconic! Her dress is arguably more trendy now than back in ’08!

10. Georgina’s cutout dress is sleek AND ahead of its time.

11. Blair is the definition of timeless. Plus, bucket bags are so in right now – how did she know?

12. The cinched waist dresses are still a thing.

13. Blair’s sleak office fit is still an Inso for work outfits to date

14. Blair’s dress to the White Party has been named one of the best outfits on the show and we can definitely see why! It looks class, unique, and of course, timeless.

15. It’s hard to make a poncho a lasting trend but Serena’s coat still looks chic today.

16. Serena’s yellow ruffled dress is very chic but elegant enough for her mom’s wedding.

17. Serena’s business getup could be mistaken for a woman going to work in the 2020s.

18. Serena’s spy outfit is cool regardless of the decade. This is one of the best outfits of the series!

19. Blair’s classy and elegant coat looks straight out of the early 1900’s but she is one to know about timeless.

20. Plaid on plaid is a staple in just about every decade but especially making a comeback in the 2020s!

Which of these outfits would you wear?

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