Name a more stylish TV duo than Gossip Girl‘s Blair Waldorf and Serena van der Woodsen; I’ll wait. While some may say the women of Sex and the City are the most stylish BFFs to hit the airwaves, I have to strongly disagree and say it’s Blair and Serena. Not only do the two of them wear a slew of fashion designers ranging from Chanel to YSL, but they also know how to accessorize the heck out of a school uniform, and that, my friends, takes talent.
While rewatching the show in preparation for the spinoff airing on HBO Max, I noticed that there are plenty of moments where Leighton Meester and Blake Lively‘s characters are spotted on the Upper East Side wearing coordinated looks. The scene where they run around New York City dressed up in matching backless dresses designed by Blair’s mother is one that will forever be cemented in my memory. (I know I’m not the only one who tried to replicate those photos with my best friend in high school!) From matching plaid skirts and tights to breezy, coordinated summer outfits, I’m counting down all of the times this duo prove they are the most stylish best friends on TV. Read on to see my favorite outfits.
Related: What Would Blair Waldorf Do? 37 Style Tips From Queen B
Everett Collection / CW Network/Courtesy Everett Collection
Preppy Shirts
Nailing preppy style in white shirts and headbands.
Everett Collection / CW Network/Courtesy Everett Collection
Yellow Looks
Coordinating in bright yellow and orange hues.
Everett Collection / CW Network/Courtesy Everett Collection
Pops of Pink
I love how Blair opts for a pink dress while Serena goes for trousers in the same hue.
Everett Collection / CW Network/Courtesy Everett Collection
Pleated Skirts and Long Socks
No one rocks matching school uniforms and long socks better than Serena and Blair.
Everett Collection / CW Network/Courtesy Everett Collection
Minidresses and Hats
Living their best lives wearing eye-catching minidresses with hats.
Everett Collection / CW Network/Courtesy Everett Collection
Casual Cardigans
Looking preppy in cardigans and white shirts.
Everett Collection / CW Network/Courtesy Everett Collection
Pops of Red
Proving coordinated red and black outfits are always a good idea.
Everett Collection / CW Network/Courtesy Everett Collection
White and Orange
Wearing sleeveless white shirts with orange accents.
Everett Collection / CW Network/Courtesy Everett Collection
Flapper Dresses
Dressing up in flapper-inspired sequined dresses.
Everett Collection / CW Network/Courtesy Everett Collection
Miniskirts and Tights
Styling statement blazers with tights and miniskirts.
Everett Collection / CW Network/Courtesy Everett Collection
Summer Dresses and Flats
There’s nothing better than wearing coordinated summer dresses with flats.
Everett Collection / CW Network/Courtesy Everett Collection
Plaid Blazers
Matching in plaid blazers, pleated skirts, and tights.
