If you’re a devoted Gossip Girl fan, you probably remember the moment Dan and Blair — played by Penn Badgley and Leighton Meester — shared another kiss in Season 5, Episode 19, “It Girl, Interrupted.” This scene was filmed back in February 2012.
Leighton Meester and Penn Badgley film a kissing scene for ‘Gossip Girl’ on Manhattan’s Upper East Side in New York City on February 6, 2012 (Credit: Ivan Nikolov / WENN)
While I may not be on Team Dan and Blair, there’s no denying the fashion magic in this scene. Leighton Meester looked absolutely enchanting in a pink, layered ball gown that exuded fairytale elegance.
Leighton Meester stuns in a pink Oscar de la Renta ball gown while Penn Badgley keeps it classic in a black tuxedo as they film a romantic Gossip Girl scene (Credit: Ivan Nikolov / WENN)
The showstopping dress, a cotton-candy dream by Oscar de la Renta from the Resort 2012 collection, is the kind of look that turns heads and inspires clothing envy.
Blair’s enchanting Oscar de la Renta cotton candy pink gown from the Resort 2012 collection, which she donned in “Gossip Girl” season five, episode 19, paired with a white fur-lined Revillon jacket and a tiara (Credit: Ivan Nikolov / WENN)
Unfortunately, the full length and dramatic volume of Leighton’s Oscar de la Renta gown make it impossible to catch a glimpse of her shoes during the scene.
While we would have loved to see what heels she wore to complete the regal look, likely, a pair of elegant, pointed-toe pumps or strappy sandals in a soft neutral or metallic finish would have complemented the gown’s romantic silhouette beautifully.
On the set of “Gossip Girl” on February 6, 2012, Leighton Meester was spotted in a stunning pink gown from Oscar de la Renta’s Cruise 2012 collection (Credit: Ivan Nikolov / WENN)
Gossip Girl Style Icons: Unforgettable Fashion Moments
Gossip Girl wasn’t just about drama—it was a masterclass in fashion. From sky-high heels to designer gowns, the series delivered iconic looks that continue to inspire. Explore some of the most memorable style moments from the Upper East Side:
Blake Lively’s Studded Brian Atwood Pumps
- Event: Filming Gossip Girl in NYC
- Outfit: Blake Lively, portraying Serena van der Woodsen, wore a Haute Hippie feather-sequin vest paired with a Rodarte for Opening Ceremony reverse-pleated skirt.
- Footwear: She completed the look with Brian Atwood’s ‘Power Studs’ suede platform pumps, adding an edgy flair to her ensemble.
- Read more: Blake Lively’s Stunning Studded Pumps and Feather Vest Combo
Leighton Meester’s Bold Orange Heels
- Event: Filming Gossip Girl in New York City
- Outfit: Leighton Meester, as Blair Waldorf, donned a yellow top with a printed yellow skirt, accessorized with an orange purse.
- Footwear: She added a pop of color with orange Brian Atwood ‘Maniac’ pumps, showcasing her flair for bold choices.
- See more: Leighton Meester’s Bold Orange Heels: The Gossip Girl Look We Still Love
Michelle Trachtenberg’s Edgy Elegance
- Event: Filming Gossip Girl in Manhattan
- Outfit: Michelle Trachtenberg, portraying Georgina Sparks, wore a studded mini skirt with leggings and a bold red top.
- Footwear: She completed her edgy look with striking red pumps, embodying her character’s fierce style.
- Discover more: Michelle Trachtenberg’s Gossip Girl Legacy: Iconic Fashion & Timeless Handbags
Serena’s Glamorous Wedding Gown
- Event: Gossip Girl Series Finale
- Outfit: Blake Lively, as Serena van der Woodsen, wore a gold and white strapless gown from Georges Chakra Couture for her wedding scene.
- Details: The dress featured a liquid gold bodice and a voluminous skirt, epitomizing Serena’s glamorous style.
- See her look: Gossip Girl Finale Fashion Decoded: Blair vs. Serena’s Wedding Gowns
These fashion moments highlight the show’s influence on style, offering inspiration that transcends the screen.