The best thing about shopping on Amazon is you always find exactly what you’re looking for. But sometimes, the best fashion finds are the ones you don’t set out looking for. They’re the ones you stumble across, and it feels like kismet. Like the velvet clutch you suddenly realize is your wardrobe’s missing link, or the jumpsuit you need on sight…even though you’re “not usually a jumpsuit person.”
So if you’re used to shopping list-in-hand, we suggest a different way: Check out Amazon’s Fashion Gift Guide, Staples by the Drop, and Prime Wardrobe (the service that lets you try pieces on at home before you buy — with free returns). Each is brimming with ideas to spark your next gifting spree, or jumpstart your holiday outfit planning. To get you going, we tapped our extremely stylish creative strategist Natalie Merin — queen of the unexpected fashion find — to source three festive winter looks, all from Amazon. Read on and discover all the style buys you didn’t know you needed until right this second.
The Cold-Weather Date Outfit
My go-to winter look is a chunky sweater, midi skirt, and knee-high boots. It’s easy to wear, cozy, and sophisticated — perfect for outings where you want to impress while maintaining that effortless “I just threw this together” vibe. Try it when meeting your partner’s parents for the first time, or for a #cuffingseason date. I’m a Florida girl at heart, so I love this sweater in cheery orange, and the beautifully tailored coat adds an extra layer of polish.
The Festive New Year’s Jumpsuit
Jumpsuits are one of my favorite wardrobe staples, and this one is an absolute standout. I love its bright, punchy color — imagine how striking it’ll look in a sea of black formalwear — and the menswear tailoring makes it feel especially occasion-worthy. I picture myself wearing this to a New Year’s Eve fête, so sparkly accessories like silver pumps (with an all-important ankle strap and danceable heel) are a must. Add a clean-lined clutch and sleek statement earrings, and you’re ready to shine.
The Soiree-Ready Dress
This dress is perfect for a formal holiday party. Since it’s bit slinky, I love pairing it with an unstructured velvet blazer — it adds a layer of warmth, and a bit of edge to the romantic lace details. Skip the spindly heels in favor of a refined black bootie: they make this wearable to anything from an office outing to a super-special date.
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