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The Best Holiday Dresses to Wear in 2020

Leave it to great holiday dresses to bring some cheer to the upcoming holidays….

holiday dresses

Photographed by Greg Harris, Vogue, Met Gala 2018

In years past, November and December calendars would be chock-full of holiday parties, office gatherings, and black-tie events. We’d get dressed up in our finest party dresses and sleek suits, sometimes even taking our packed calendars for granted. This year, it’s hard to believe we ever could have wanted to skip an event. And while the many gatherings among friends and family will be sorely missed, there are still ways to get into the joyful spirit of the holidays, no matter your plans.

Clothes, for one, can be an instant mood booster. Cheerful holiday dresses have the power to weave excitement and even a sense of normalcy into what’s proven to be an unusual year. While holiday dressing will always have some semblance of glitz and glamour, this year’s ideal outfits are a bit more wearable than in year’s past. Think longer hemlines and easy silhouettes that make for comfortable yet polished (and fun!) companions while celebrating at home. From velvet and satin fabrics to joyous patterns and touches of diamanté, the offerings on the market are plenty festive.

Here, 16 holiday dresses to consider now. 

All products featured on Vogue are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.

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Fashion

Cardi B’s $60K Birkin Bag Gets The ‘Mommy Treatment’ As Daughter Unleashes Her Creativity

Honk Magazine

In a moment of relatable frustration, Cardi B took to Instagram to share a funny yet surprising story about her expensive $60,000 Birkin bag, one of her favorite items from her luxury collection. Known for her bold personality and honest social media posts, Cardi revealed that one of her daughters had turned the fancy purse into a makeshift canvas, drawing a heart on it without permission. “Look what my daughter did to my purse,” Cardi said dramatically in her Instagram Story, showing off the iconic bag to her followers. “I literally spent $60,000 on this purse,” she exclaimed, still amazed by the unexpected ‘artwork’ from her little girl.

Although she was frustrated, the mom of three tried to take it all in stride, at least for the moment. Cardi values her hard-earned luxury items, especially her growing collection of high end bags. However, as any parent knows, kids have a skill for creating chaos even in the most cherished parts of life. For Cardi, that chaos includes her high-priced accessories. The post quickly gained attention online, with fans sympathizing with Cardi’s situation. Many found humor in the irony of the event, while others offered support, pointing out that such moments are just part of the unpredictable journey of parenthood. Cardi has previously emphasized that family is her top priority, even if it means dealing with some messiness.

Check out this article: Offset Calls For Peace As He Pursues Truce With Cardi B’s Fans After Drama

But Cardi’s frustration didn’t stop there. She later took to Twitter to respond to comments made by Kanye West regarding her staying power in the spotlight. While she didn’t mention him directly, her tweet, “7 years 1 album… STILL being a topic and STILL being asked about my music!!!” sent a clear message. She confidently asserted her spot in the entertainment world, clarifying that her fans, known as “The Brim,” are not going anywhere. In the end, whether it’s a damaged Birkin bag or dealing with critics, Cardi B repeatedly shows that she remains unfazed by the ups and downs of fame, always staying true to herself and her family.

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Fashion

Kai Cenat Powers Up The BAPE By KidSuper Collection, Bringing Bold Streetwear Vision to Life

Honk Magazine

The collaboration between BAPE by KidSuper and Kai Cenat has officially launched, and it’s making waves in the streetwear world. Released on April 12, the BAPE by KidSuper collection represents a blend of BAPE’s iconic style from Japan with the vibrant, energetic vibe of KidSuper, which has its roots in Brooklyn. This partnership is particularly significant for KidSuper’s founder, Colm Dillane, who started his journey selling handmade t-shirts outside BAPE stores. Now, he’s a key creative partner with the legendary brand. What sets this collection apart is its deep connection to culture.

Social media star Kai Cenat plays a major role in promoting the collection, bringing a youthful energy that perfectly matches the spirit of the collaboration. The release captures a mix of past influences and modern style, appealing directly to today’s trend-conscious audience. The first look at the collection was revealed during Paris Fashion Week at KidSuper’s Fall/Winter 2025 show, titled “From a Place I Have Never Been.” This wasn’t just a typical fashion show; it was an immersive experience featuring oversized clothing, bright colors, and a comic-inspired theme celebrating youth, memories, and imagination. These ideas are reflected in every piece of the collection, from graphic t-shirts to special sneakers, jackets, and clogs, making each item feel like a unique piece of art.

Also check this one out: Kai Cenat Offers Passionate Critique and Directorial Vision for Drake’s Latest Video

The design and packaging of the collection are also very creative, enhancing the overall experience. The packaging, inspired by comic books, ensures that this collection is a celebration of a special moment in streetwear history. Raystar, who also participated in the show, infused his own creative energy into the project, adding another level of excitement to this already iconic partnership. In a time when collaborations are common, the BAPE by KidSuper collection stands out by tapping into the core of street culture and creativity. It’s a collection that many collectors and trendsetters are going to want to have.

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