We’ve officially rolled into the holiday season, and if there’s one thing we know for sure, Free People understands how to dress for the endless rotation of parties, dinners, and brunches. From early-morning Soho strolls to late-night holiday soirées, we spotted the girls on their way to the parties of the season—and let’s just say, they know how to dress for the festivities.
She’s spotted in a red-and-black heart-print dress that feels like the perfect balance between sweet and timeless. It’s festive without trying too hard, made even more holiday-ready with a plush black fur coat and sheer black tights. But what we really can’t stop thinking about? Those staple leather boots—the kind that instantly ground a look and make it feel effortlessly cool.
We’re officially here for a pink Christmas. She’s styling a crepe lace maxi dress finished with a subtle sparkle bow detail, paired with delicate blush kitten heels that feel perfect for a dressy brunch moment. Layered underneath is a purple lace long sleeve, topped off with a pink fur coat that pulls everything together. Soft, romantic, and undeniably festive—this is brunch dressing done right.
Jamie Alanna Bloom is the Public Relations Coordinator at OOTD. Her experience spans editorial styling and writing, seasonal campaigns, and behind-the-scenes design work, all rooted in a deep love for fashion. She’s especially fond of subtle elegance, and a classic ballet flat, along with the power of a well told style story. She graduated from Syracuse University, and brings a fresh, trend-aware perspective to brand communication and media strategy.
Black and white will always be a holiday classic. She’s spotted in a black bow mini dress paired with lace tights and platform Mary Janes, giving the look a playful, feminine edge. To make it feel more downtown and street-style approved, she throws on an oversized black leather bomber coat. Equal parts polished and cool-girl approved.
It’s officially the season of sparkles—and this look embodies it perfectly. She’s styling white sparkle bloomers with a fitted off-the-shoulder top and shimmery kitten heels that catch the light just right. The real standout? A bold red leather bag, adding that perfect pop of color and making this look the definition of a modern white Christmas.
Embellishments are here to stay, and this look proves it. She’s wearing a velvet embellished top paired with a sheer, asymmetrical black skirt that adds movement and intrigue. Finished with black buckle boots, the look leaves just enough hints of holiday sparkle while still feeling elevated and wearable for the streets.
We immediately knew this was a cool girl on her way to a holiday party. She’s styling blue lace tights with a shimmery blue dress, layered under a dramatic black fur coat. Velvet knee-high boots complete the look, tying everything together in a way that feels both bold and undeniably festive.
Western flair meets a New York holiday moment. She’s styling a lace-layered dress with a plaid-detail strap, giving the look texture and depth. Paired with tan cowboy boots and a cozy tan teddy fur coat, it’s the perfect blend of rustic charm and city-ready cool.
Who said a sparkly mini dress is only meant for nighttime? Spotted bright and early in Soho, she stepped out in the dress styled with a patterned fur coat and slouchy black velvet boots. Proof that holiday sparkle doesn’t need to wait until after dark.
The layering in this look is a solid 10 in our eyes. She’s styling a sparkly mini tube top over a striped button-down, paired with classic white denim. It’s the ultimate cheat code for being holiday-ready while still keeping things casual, cool, and effortlessly wearable.
