How to Keep Winter Outfits Interesting

When it comes to daily dressing, winter is the cruelest season. Once January hits, the Northeast transforms into a frigid wind tunnel — and all I want to wear is whatever’s warm. (Last year, I wore the same black Tahari coat and Sorel boots for two months straight.)

I’m determined to mix up my winter style rotation in 2015. And because I’ve got a moratorium on shopping until April, I’m starting to brainstorm new ways to create a more exciting winter wardrobe from my current closet.

Fur Hat: Vintage | Overalls: Zara | White Boots: Zara | Cropped Gray Sweater: Topshop | White Bodysuit Under Sweater: Capezio (via Clothing Swap) | Scarf: Valentino (The Outnet)
Fur Hat: Vintage | Overalls: Zara | White Boots: Zara | Cropped Gray Sweater: Topshop | White Bodysuit Under Sweater: Capezio (via Clothing Swap) | Scarf: Valentino (The Outnet)

And when you want to mix things up, there’s nothing more pungent than a pair of flared denim overalls. Believe me, I didn’t come to this decision easily. I haven’t worn a pair of overalls since 1995 summer camp. (Once the photos came back from Walgreens, I was deterred from the unflattering overall silhouette for decades.)

Thankfully, the newer cuts are more flattering. The key is finding a pair with a dark rinse and a flared leg that mimics regular jeans. (I’ve tried on the skinny-legged versions and the too-tight fit completely threw off my proportions.)

Fur Hat: Vintage | Overalls: Zara | Cropped Gray Sweater: Topshop | White Bodysuit Under Sweater: Capezio (via Clothing Swap) | Scarf: Valentino (The Outnet)

Because overalls tend to hug the hips, I try not to over-layer. Any excess bulk will ripple and wrinkle underneath the denim. For this outfit, I reduced the heft with a long-sleeved bodysuit (last seen here) and a cropped gray sweater (last seen here). The white ankle boots are a little too Dallas Cheerleader when they’re worn with skirts, but they work perfectly underneath anything long.

Side note: The boots also have a side zipper closure. If your boots have zippers, you CAN’T wear them with tights. The zippers will snag any hosiery, and I have 5 ruined pairs to show for it. I wore these with woolly socks instead.

furhat3

Lastly, I included two of my favorite holiday gifts in the look: a super-toasty vintage fur hat and a silk scarf. My husband said the combination made me look like a Bond girl — but I think the outfit looks more like a train engineer. (More specifically, this outfit reminds me of the vintage illustrations in The Little Engine That Could.)

So, here’s my first attempt at a spicy winter outfit. Added bonus? It was comfortable enough to curl up for a two-hour New Year’s nap on my in-law’s couch.

How do you keep your winter wardrobe exciting? I’ll need your tips, believe me.

This outfit reminded me of the vintage illustrations in one of my favorite children's books.
This outfit reminded me of the vintage illustrations in one of my favorite children’s books.