Last week, I mused about winterizing a very un-warmthed wardrobe into one that can handle nor’easters and blizzards with ease. This week, I’ll share what I’ve come up with. As I’ve struggled thought sub-zero dressing, I’ve turned frequently to whowhatwear’s 30 Day Winter Challenge! It’s had me doing all sorts of things like belting chunky things and layering skinny things, etc.

The best way I’ve found to change it up is to switch up my jeans. We ALL wear denim, every day! But some days, skinny jeans just won’t cut it. I truly recommend boyfriend jeans (Bonus Points for Distressed Ones). You can tuck a fitted turtleneck into loose jeans with a belt and accentuate your whittled waist or layer up loosy-goosy sweaters and tunics to look oh so downtown and OH-so-COOL! I’m still lending wide-leg kudos to my trusty pair of distressed American Eagle boyfriend jeans that I’ve had since SOPHOMORE YEAR OF HIGH SCHOOL. Sadly, I’m on the wrong side of 16 and am now realizing that these jeans have lasted me closed to a decade. A decade, ya’ll. How’s that for the best $20 bucks I’ve ever spent?

Grown up BF jeans can be found for a steal here and a splurge here.  I’m here to report that there’s life beyond the skinny and so much worth in a solid cuff and chunky heel. Let loose and get loose with oversized pullovers and your high school jeans. 

To recap: I recommend you opt for a wider leg jean (even for one day) and to check out WWWD.com’s 30 Day Winter Challenge to play with your wardrobe. If you’re serious about staying stylish or even just bored with your wardrobe, this article is for you!

If it looks like I’m cold in these pictures it’s because I am. Happy Friday love bugs!

– Haley

Wearing: Sweater – JCrew (Sold Out, Try This – big sale! Code: SALETIME), Tunic – Zoa New York (Similar), Jeans – American Eagle (the oldest, see links above!), Shoes – Nine West (old, try these), Hat – Gifted from Mama (try this), Necklaces – Anthropologie (Similar), Bag – Alexander Wang, Cuff – JCrew x BaubleBar (similar)