37 Of Blair Waldorf's Most Iconic Fashion Moments On 'Gossip Girl' (2024)

First of all, who could forget her sky blue Elie Saab wedding dress, complete with a diamond branch headband? We certainly could never.

Blair’s periwinkle blue, backless dress with crimson belt would make anyone want to partake in a spontaneous photoshoot all around New York.

Pictured here: Blair’s dedication to a print-on-print uniform, right on time to send Georgina to reform school. After all, she’s the “crazy b–tch around here”.

Her Parisian polka-dot moment, perfect for a meet-cute with Prince Louis.

Her shoulder padded red power suit for her first day at NYU.

Her homage to red continues, with a bright red bow, school blazer, oversized tie, striped shirt and white knitted stockings.

Post-scandal school dressing never looked so European thanks to her periwinkle coat with gathered shoulders, matching scarf, nautical handbag and oversized sunglasses.

Her stunning crimson red, ruffled gown paired perfectly with a matching Harry Winston choker and a train station encounter with the now-French Chuck Bass.

Her black, floor length gown with a heavily embellished bodice.

Her and Serena’s rendezvous in Paris, complete with a two-print dress and turquoise beret.

A ‘failed to get into Yale’ look complete with an ivory chiffon blouse with black lace detailing, matching black ribbon bow, martini and a suspicious Carter Baizen.

Celebrating Lily and Bart Bass’ wedding, her Collette Dinnigan pink and green floral balloon-hem dress with large flower detail is still the apple of our eye.

A matching tartan poncho and mini skirt, white tights and matching beret perfect for tripping over your father’s partner, Roman.

Adding to her collection of print-on-print moments with a tartan and striped school uniform and red tartan headband.

Her summer school uniform complete with frilled white blouse, black pencil skirt, peep toe heels, scarf with a matching crimson handbag and headband.

Celebrating the launch of Chuck’s speakeasy, she paid homage to the ’20s in a silver flapper dress, an oversized black beaded necklace and matching gloves with perfect finger waves.

Rekindling her friendship with Serena, she wore a black, white and pink summer dress, paired with matching black shoulder bag and a ’60s style white headband.

A saint or a sinner? Blair opted for a more devilish option, thanks to her blood-red and black lace lingerie set, with black lace tights.

Her figure-hugging white dress with matching accessories may have been perfect for the White Party, but it left Chuck at a loss for three words and eight letters.

Always a debutante, Blair sported this silver floor length number, complete with oversized bow, matching gloves, and yes, the same necklace that Chuck gifted her for her sixteenth birthday.

Yet another ode to Arygle knitwear, but this time with a cape jacket, crimson handbag, bowling-style footwear and a SideKick playing Flo Rida to successfully traumatise Nelly Yuki.

A nautical themed moment, all eyes were on Blair when she sported a figure-hugging black-and-white strapless dress with a cream cardigan, boat-themed pearls and the will to destroy her reputation one Manhattan socialite at a time.

A look that transcends time, her V-neck frilled blouse and black mini skirt to celebrate her 21st birthday—and a surprise visit by Cindy Lauper—was one of her most chic.

While she certainly visited Chuck at The Empire Hotel too many times to count, her black-and-white houndstooth blouse—complete with a puss* bow—and her mid-length pencil skirt was one of her best.

Yet another one of Serena and Blair’s most memorable parades through Paris was Queen B’s earth-toned mini dress with floral detailing and a burnt orange, animal skin handbag.

While this Thanksgiving may have ended in a missing father and a French fry lunch in Brooklyn, her frilled boat neck, lace dress with matching sleeve and hem is timeless.

The ‘Must Tell The Lord I’m Into Chuck’ Hamptons summer dress.

One of her many classic Constance Billard school uniforms.

Her first day of post-graduate work look.

Her signature crimson red tights, perfect for Cotillion practice.

Her ode to preppy, Argyle vests and soon-to-be manipulation.

Her eccentric take on school appropriate dressing with a canary yellow coat, matching belt and bright red tights.

Her season of lime green outerwear to symbolise her summer of love with Chuck.

Her form-fitting knit dress adorned with stripes in contrasting colours of blue, black and white.

Yet another moment in green outwear, this time to (almost) become engaged to Chuck.

Her sudden love for draped shoulders was evident with this cream, floor length gown complete with silver, metallic roses.

A chic ensemble complete with deep khaki floor length dress with a low V-neck, abstract floral imagery and statement necklace.