How To Dress Like Blair Waldorf From Gossip Girls

How To Dress Like Blair Waldorf From Gossip Girls

How To Dress Like Blair Waldorf

Two years ago, I started a guilty pleasure addiction. I told myself that I’d watch it only once to see what the whole hype was all about and then get back to being a pseudo-intellectual. 😛 Gossip Girl just doesn’t work that way. You watch it once and you get hooked for life. Sure, the drugs, debauchery and decadence is part of the charm, but the most fascinating bit is the fashion. Even if you hate the whole idea of the show, just watch it on mute for style inspiration. Each time I begin watching a new episode, I have to take care not to drool all over my laptop because the clothes are just SO gorgeous.

I was stunned to see that none of the pretty ladies at IMBB had done a post on GG fashion. The inspiration that this show provides can improve everyone’s style up by a few million notches if only we pay a little attention to it. I’m going to try my hand at it by making a mini-guide to the style of the most prominent character on the show, Blair Waldorf.

A Little Background:

Blair is the crème de la crème of New York’s Upper East Side spawn and her character has evolved wonderfully over the five seasons. Her style has come a long way from the bitchy high school kid at Constance Billiard to the mature woman engaged to Monaco’s crown prince.

First of all, Blair is nothing if not classic and chic. Despite gradual changes in her style over the seasons, she is always classic, preppy and effortlessly polished. In a manner of speaking, dressing like Blair Waldorf is like channeling Audrey Hepburn albeit with a modern, sassy twist. She is not the kind of person to have messy bed hair, emo eyes or anything that can be remotely labelled as “grungy” or “boho.”

The Clothes

Dresses and Skirts:

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gossip girl

Blair is the quintessential lady. She is just not a jeans and trousers kind of person at all, and would not even dream of hot pants or denim shorts. At school, she was always in one of her many preppy plaid skirts and now, as an adult, she prefers tailored skirts and dresses in a multitude of chic prints. She can wear cheerful pastels and florals as well as subdued laces and tweeds with equal ease. Rather than keeping it skin tight with a bandeau skirt, Blair prefers A-line and flounces. She is evidently a huge fan of babydoll dresses which generally have high waistlines or none at all with elegant lines and a very feminine look. She also has a great collection of both business-like mid-length skirts as well as the flirty mini ones.


A girl cannot survive New York City winters if she wears only dresses and skirts. Blair keeps those great legs warm in her signature tights. Coloured tights and stockings are essential to complement Blair’s overall attire. While the rest of her outfit may have a classic look, she loves to wear textured and patterned tights. She has tights in black and white as well as colours, plaid and even in lace and knit patterns.


Tailored Tops:

In school, Blair mostly wore crisp white shirts in a variety of styles with that signature bow-tie. Her style has now evolved but still includes tailored tops. She sticks to classic fits such as collared shirts, fitted sleeveless blouses and stylish V-necks but they usually have some unique patterns or detailing.



Just like the rest of her outfit, Blair’s outerwear is also elegant and polished. She would not be caught dead in a bulky parka or a biker leather jacket. Blair is a fan of well-fitting items like trench coats and pea coats, and yet she is not averse to wearing capes or caplets in varying colours.

The Accessories


Unlike her best friend Serena, Blair does not favour thigh high boots or outrageous footwear. She maintains the elegance by sporting chic oxford pumps, mary janes, ballet flats, espadrilles, chic ankle booties and pumps. Blair would probably give her snootiest look to someone wearing flip-flops outside because thy are not “proper shoes” as per her idea of elegance. Blair is usually seen in heels. If you want to imitate her style but can’t walk in high heels, don’t buy them. There is nothing worse than a girl in Jimmy Choos staggering around like she’s gulped down one too many tequila shots.


Like her style guru Audrey Hepburn, Blair is a believer in the chicness of pearls. She is not a chunky, over-the-top kind of jewellery person and keeps it to a bare minimum. Besides her pearls, her signature
classic includes a lightweight gold ring with ruby. She does not walk around clunking her trinkets and her arms will not sport more than a classic little cuff or two.


In the first two seasons, headbands were the most prominent feature of Blair’s costume. She has abandoned them now that she has grown up but that does not mean that you can’t be inspired by them. Blair had hundreds of stylish headbands in all possible textures from tartan to silk and ranging from the oh-so-pretty to the downright outrageous.



Her other accessories are minimal. She utilises belts to cinch her perfect waist and to display that hourglass figure. Other than that, a classic designer bag (or at least a well-structured one and as far from loose “hobo bags” as possible) and a chic oversized pair of sunglasses are all that is needed to channel her look.

The Make-Up and The Hair


Blair is not fan of the bed head style or those messy tangled boho curls. Her hair is most likely to be sleek and well-coiffed to add to her overall polished appearance. The styles can range anything between soft curls to a pulled-together low ponytail.

Blake Lively on a street scene from "Gossip Girls"


Blair never looks overdone and wears very neutral makeup. She usually wear nude eyeshadow and her lips are almost always light red or pink. For special occasions, she plays up her eyes, but not too much so as to sport a raccoon look. Blair also always has the perfect pout and glossy, shiny puckers. Here’s an IMBB tutorial on Blair’s look. \

Leighton is red

Overall, Blair Waldorf’s style is elegant and not too inclined towards outrageous fashion experimentation. She sticks to lady-like classic pieces with a few unique twists. Want the simplest way to recreate her look? Invest in a few high-waisted, well-fitting skirts and tuck a tailored top/shirt in. Voilà, instant chicness!

Image Sources: 1, 2, 3, 4, 5, 6, 7.

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43 thoughts on “How To Dress Like Blair Waldorf From Gossip Girls

    1. Haha, yes, Blair and Chuck – Chuck and Blair. They’re two of my favourite mean but lovable characters on TV. :love: :love:

    1. Yes, a lot of times when I see her in some dress I love, I say to myself – “I WANT IT TOO!” Then, I realise that I’m not super hot and my daddy doesn’t have the bank balance of Mukesh Ambani. :silly: :silly:

  1. she’s oh so elegant… i love her style… :thumbsup: :thumbsup: :thumbsup: n spl thanks jabberwocky for her makeup tutu link… :puchhi: :puchhi:

    1. It was the make up tutorial that gave me the idea for this article. :silly: The tut is super well-explained with nice tips. :woot:

  2. You are great writer jabberwocky……need more articles from you :pompom: :pompom: :pompom: :pompom: :pompom: :pompom: :pompom: :pompom: :pompom: and Blair dresses so elegantly…. :jaiho: :jaiho: :jaiho: :jaiho: :jaiho: :jaiho: :jaiho: :jaiho:

    1. Yeah, so clean! :woot: That’s the word – not extra fussing and not a very mish-mash kind of dressing. That’s what brings out the sophistication in it. :preen:

  3. watch it for blair chuck serena and their clothes… love blairs style.. but i relate more with serenas boho style.. :makeup: :makeup: :makeup:

    1. Yes, a lot of people I know prefer Serena’s carefree style to Blair’s “snooty”-ish one. I love the way the creative directors of the show have made sure that the costumes are in sync with their characters. :stars:

  4. i have almost same read coat in last pics :pompom: :pompom: :pompom: :pompom: :pompom: but wanna that Tailored Tip :scream: :waaa: :waaa: :drool: :chewnails :chewnails

    1. Good God! I SO want that red coat! I am going to scour the town this season looking for something similar. :woot: :woot:

  5. Absolutely amazing..I used to watch Gossip girl..donno why I stopped… 😛 nowadays more into 90201 he he he.. But i love the fashion sense of this female..and I loved the way you’ve compiled her dressing here… another awesome writeup JW!!!!! :waytogo:

    1. Thanks! :toothygrin: I watched a few episodes of 90210 too but somehow, it never what GG did for me in terms of fashion and style. Or maybe I just prefer Upper East Side to sunny California. :silly:

  6. such fabulous style..she’s got the classy, innocent, mature, sexy look all rolled into one..her hair accesories are really pretty and so are her blouses.

    nice write up.. :yes:

    1. Thta’s what I love about her style. It just shows that you don’t have to flash around your assets to be sexy. Blair does it with ease even in her most lady-like outfits. 😀

  7. I love blair’s style! Nicely written article, and an inspiration to go back to get the basics right. on most of those online quizzes, I seem to score ‘classic’ or ‘preppy’ on style!

    1. Yeah, the reason I explored what typical “classic” pieces and style were all about was because I got ‘classic’ as a result on one such online quiz. :silly:

  8. U write lyk dream J……………..and your articles are :jaiho: :jaiho: :jaiho: :pompom: :pompom: :pompom: :pompom: keep it up :thumbsup: :thumbsup: :thumbsup: Blair’s style is very chic n classy

  9. Love love love Queen B!!! Wish she would just get back with Chuck.

    Here’s some interesting info about Leighton Meester, the actress who plays Blair. She could not be further from Blair in her real life. She was actually born in jail to drug dealer parents. It really makes me appreciate her so much more for how far she has come. Respect.

  10. I like her style very much! :teddy: :teddy: But,personally,I’m partial to bright,bubbly and fun with just a smidgen of elegance and grace. :teeth :teeth :teeth
    And I seriously went :love: when I saw your name at the top of the article. :dumb:

    1. Haha, I love her style too but I’m a fan of a bit of androgyny thrown in to balance the look. There’s nothing which makes me more nauseated than too much pink fluff and girlishness. :sick:
      And thankee for so much love! :puchhi: :toothygrin:

      1. Oh my…We truly are soul sisters in fashion sense too! :teddy: :love: I haven’t been so happily surprised since that time I got to pet an owl.
        And love i meant to be spread around,is it not? :puchhi:

  11. I totally adore Blair Waldorf…and I just love her style! It’s so classy, so elegant! She is my favourite Gossip Girl character! I so wish I had her face or at least…her kind of cash 😛 Thank you so much for the article though! Loved it!!! :thanks:

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