On Friday evening, West Hollywood’s Bar Marmont became the epicenter of the celebrity Halloween circuit as Kendall Jenner hosted her highly anticipated annual costume gala. Leading the arrivals was British singer-songwriter Charli XCX, whose choice of attire sparked significant social media engagement and critical acclaim for its niche cinematic reference. Eschewing traditional seasonal archetypes, the "Brat" artist arrived at the venue dressed as Lee Holloway, the protagonist of the 2002 erotic cult classic Secretary. The look, which paid homage to Maggie Gyllenhaal’s breakout performance, served as a focal point for an evening defined by high-concept fashion and an elite assembly of the entertainment industry’s most influential figures.
The Event: Kendall Jenner’s Annual Halloween Bash
The annual gathering hosted by Kendall Jenner has established itself as a cornerstone of the Los Angeles social calendar, often rivaling official industry after-parties in terms of star power and production value. Held at the historic Bar Marmont, the event required guests to adhere to a high standard of costuming, resulting in a display of couture-adjacent theatricality. While Jenner herself opted for a low-profile entrance and exit, reportedly leaving the venue in the rear of a vehicle to keep her full ensemble under wraps, her guests provided a vivid tableau of contemporary pop culture references and classic horror reinterpretations.
Charli XCX’s portrayal of Lee Holloway was noted for its attention to detail. The ensemble consisted of a sheer white blouse paired with a structured black pencil skirt. The most distinctive element of the costume was a functional arm bar with handcuffs, a direct reference to the BDSM-themed romantic comedy-drama directed by Steven Shainberg. In the film, Holloway enters a complex, dominant-submissive relationship with her employer, E. Edward Grey, played by James Spader. The singer’s commitment to the character extended to her styling, mirroring the aesthetic of the early 2000s thriller. Observers and fans on social media platforms quickly labeled the artist the "Queen of movie references," noting her ability to select "IYKYK" (if you know, you know) cultural touchstones that resonate with a specific cinephile demographic.
A Comprehensive Survey of Celebrity Costumes
The guest list for Jenner’s event read like a directory of Gen Z and Millennial icons, spanning the worlds of music, fashion, and digital media.
Italian model Vittoria Ceretti, 28, opted for a classic folk-horror aesthetic, appearing as a stylized version of Little Red Riding Hood. Meanwhile, Canadian singer Tate McRae, 23, took inspiration from the DC Comics universe, donning a skin-tight leather jumpsuit and mask to portray Catwoman. McRae’s interpretation included sophisticated accessories, such as a matching black handbag, open-toe heels, and a utility-style belt, blending high fashion with the traditional superhero silhouette.
Social media personality Alix Earle, 25, made a high-impact entrance in a metallic silver jumpsuit complemented by shimmering makeup. Despite the visual success of the outfit, Earle reportedly struggled with the logistics of her footwear, navigating the venue’s entrance in oversized platform heels. She was accompanied by her sister, Ashtin Earle, who participated in a couple’s costume with Landon Barker. The pair drew inspiration from American music royalty, portraying Elvis and Priscilla Presley.
Other notable attendees included:
- Finneas O’Connell and Claudia Sulewski: The Grammy-winning producer and his actress girlfriend arrived in coordinated regal attire, suggesting a theme of historical nobility.
- Zoey Deutch: The actress channeled the animated femme fatale Jessica Rabbit, wearing a signature red thigh-split gown and a vibrant crimson wig.
- Justine Skye: The American singer offered a subversive take on children’s television, appearing as the Teletubbies character Dipsy in a neon green bodysuit and sheer tights.
- Odessa A’zion: The actress leaned into a gothic aesthetic, wearing a black frilled dress with intricate cutouts and lace detailing.
- Cara Delevingne: The supermodel maintained a spooky atmosphere, though she, like the hostess, was primarily photographed while departing the event.
From the Party to Philanthropy: The Vinted Partnership
While the Halloween event highlighted the ephemeral nature of celebrity fashion, Charli XCX is simultaneously pivoting toward a more sustainable and philanthropic approach to her wardrobe. In a move that aligns with the growing "circular fashion" movement, the singer has announced a partnership with the online marketplace Vinted. This initiative involves the sale of several of her most iconic tour and public appearance looks to raise funds for charity.
The proceeds from the sale will be donated to Rainbow Railroad, a global non-profit organization that assists LGBTQ+ individuals facing state-sponsored persecution and violence. By leveraging her platform and her "Brat" era momentum, Charli XCX aims to provide significant financial support to a cause that facilitates emergency travel and relocation for vulnerable populations worldwide.
The collection, which is scheduled to go live on Monday, November 16, includes a curated selection of pieces from the singer’s personal archive. Among the items are:
- A leather jacket from R&M Leathers.
- A selection of vintage T-shirts and second-hand finds.
- A Christian Audigier piece from the early 2000s, which was modified into a dress for her performance at Austin City Limits.
- A sheer grey blouse worn during her tour stop in San Diego.
- A black Roberto Cavalli dress worn to the Academy Gala after-party and the final show of her tour in Las Vegas.
The Logistics of Circular Fashion
The partnership with Vinted is not merely a one-off sale but a reflection of Charli XCX’s long-term collaboration with stylist Chris Horan. The duo has frequently utilized resale platforms to source unique, distressed, and "gothic flounce" aesthetics for her stage shows. This approach challenges the traditional "new-for-every-event" mentality of the music industry.
"Some pieces were found on Vinted in the first place, worn on stage, and are now going back out into the world. It feels like a full circle," the singer stated in a press release regarding the collaboration.
To further engage her fanbase, Charli and Horan have encouraged Vinted users to use the hashtag #charlixcx on their own listings. The stylist and singer will be actively browsing these listings to source items for future projects, effectively democratizing the celebrity styling process. This integration of fan participation and sustainable commerce represents a shift in how pop stars interact with the fashion economy.
Chronology of Upcoming Releases
The rollout of this fashion initiative follows a specific timeline designed to maximize visibility and charitable impact:
- Friday, October 31/November 1: Attendance at Kendall Jenner’s Halloween bash, maintaining high public visibility.
- Friday, November 8: Premiere of a behind-the-scenes video on Charli XCX’s social media channels. The footage will feature Charli and Chris Horan reviewing their Vinted finds, experimenting with looks, and discussing the stories behind iconic outfits.
- Monday, November 16: The official wardrobe sale launches on Vinted. The curated selection will be available to buyers in the United Kingdom, the United States, and Australia.
Analysis: The Intersection of Celebrity and Sustainability
The decision to sell tour wardrobes for charity reflects a broader trend in the entertainment industry where sustainability is becoming a key component of a celebrity’s brand identity. According to data from the ThredUp 2024 Resale Report, the global secondhand apparel market is expected to reach $350 billion by 2028. Celebrity-led initiatives, such as Charli XCX’s Vinted shop, serve as high-profile endorsements of this market, encouraging younger consumers to view resale as a primary rather than secondary shopping option.
Furthermore, the choice of Rainbow Railroad as the beneficiary underscores a strategic alignment between the artist’s core demographic—many of whom identify as LGBTQ+ or allies—and her philanthropic efforts. By connecting her "Brat" summer cultural phenomenon to a tangible humanitarian cause, Charli XCX is effectively transitioning from a musical trendsetter to a conscious advocate for social and environmental responsibility.
The narrative of the "full circle" wardrobe—where a garment travels from a private seller to a global stage and back to the community—provides a compelling counter-narrative to the fast-fashion cycles typically associated with pop stardom. As fans prepare for the November 16 launch, the conversation around the Kendall Jenner Halloween party has evolved from simple costume commentary to a discussion on the future of celebrity influence in the realms of ethics and fashion.

