Tips for your best (and comfiest) 'fits.
How To Style Leggings For Winter (& Not Look So Millennial)

Trends will come and go, but I will always be a leggings girly through and through. Not only do I love their versatility, they also tend to make my legs look fantastic. The only problem with leggings is I often get overwhelmed over how to properly style them since there are so many different options to choose from. Plus, I want to make sure I’m styling mine for the 2020s, not the 2000s.
If you’re hoping to spend the entirety of the holiday season in a pair of leggings, you’re in good company. Leggings are totally back in style right now, so no one will shame you for looking like a #Millennial... as long as you style them the right way. If you feel overwhelmed by all the styling options, you’ve come to the right place.
Here are my 5 favorite ways to rock leggings during winter.

Cottonbro Studio / PEXELS
High-Waist Leggings + Cropped Sweater
This is one of my favorite looks of all time. It’s so 90s, which I’m all about, yet it’s also very modern. You know what they say, what’s old is new again! This combo is the perfect blend of casual and chic.

Karola G / PEXELS
Black Leggings + Oversized Graphic Sweater
I love this combo because it offers a touch of personality. The oversized graphic sweater shows the world you’ve got character, whether it displays a pattern of your favorite ‘90s cartoon characters or a funny statement that’ll have passersby chuckling at the cleverness. Meanwhile, the simple black leggings let the graphic sweater take center stage while still adding an attractive silhouette that looks amazing on all body types.

Wesley Davi / PEXELS
Patterned Leggings + Monochromatic Top
Sometimes, you just want your leggings to be the main accessory, and I’m all for this kind of look as well. Heavily patterned leggings instantly remind me of Fran Drescher's character on The Nanny, who often wears patterned bottoms with a monochromatic top (usually solid black). Who in their right mind wouldn’t want to style themselves like Fran Fine?

Leeloo The First / PEXELS
Neon Leggings + Solid Black Top
Here’s another look I adore, which fuses eccentric edge with classic practicality. Put them together, and it creates an unforgettable look that’ll have you receiving compliments from left to right. Bonus points if you add a signature pair of hoop earrings to complete the fun look.

Leah Newhouse / PEXELS
Black Leggings + Black Top + Signature Boots
Simple black leggings have a habit of making your shoes look extra cute, since your footwear will stand out more against the tight black fit. That’s why I love showing off my absolute favorite winter boots with my all-black outfit, so the shoes themselves stand out. Grab your favorite pair of winter boots or high heels, so they can finally have their main character moment.
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