How I’m Styling My Mom Jeans for Winter

styling mom jeans

I have always been a huge fan of mom jeans and ever since I started working from home back in March, they’re my most worn style of jeans. If I’m not wearing leggings or some sort of loungewear during the day, there’s a 99% chance I’m wearing mom jeans. They’re comfy and casual, without being too casual, ya know? 

Once the temperatures start to drop, I typically swap out my mom jeans for skinny jeans simply because I find them easier to style with boots, booties, and other shoes that are acceptable to wear on 30° days than mom jeans. And I know what you’re thinking. It’s easy to style mom jeans (or other straight-legged styles) with boots and booties. 

Ya, you’re right but every time I tried pairing the two, I just didn’t feel like the outfit was *me* (read: I don’t feel like I’m cool enough). But, I’m throwing that thought out the window. I can wear whatever I want.

styling mom jeans in winter
easy cold weather outfit
land rover decorated for christmas
cozy winter outfit
chunky black turtleneck sweater
chunky sweater styled with mom jeans
how i'm styling mom jeans
easy winter outfit

I did a little playing around and I found the outfit formula that works best for me. The combo?

Mom jeans + chunky sweater + a heeled bootie

After picking up what I lovingly refer to as the Instagram bootie this fall, I knew I had to get the black leather ones for winter and guys – they’re the BEST bootie to pair with mom jeans. Since I have shorter legs, I always opt for a mom jean that’s fitted an has a skinnier straight leg so they don’t make me look wider than I already am and love that this pair from Madewell pair perfectly with the Marc Fisher booties.

I’m also totallllllyy having a moment with the crew socks paired with my booties and cropped jeans lately. At first I was looking for a little extra warmth on cold days (the less exposed skin, the better) but then saw it was alllll the rage with TikTok-ers (is that what they’re called?) and then I just felt very “cool.” Welcome to your late-20s. 😉


Shop The Post

H&M Knit Sweater / Madewell Perfect Vintage Jean / Marc Fisher Oshay Pointed Toe Bootie / Birkenstock Cotton Slub Socks / Everlane The Mini Tote (Similar) / Daniel Wellington Petite Mesh Strap Watch / Ray-Ban Classic Aviators

Photography By Caroline The Photographer

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