How to Wear a Skirt in the Fall/Winter

Look 1: J.Crew turtleneck (old, similar), Banana Republic topcoat, J.Crew skirt, Gap tights, Gucci loafers, Ray-Ban round sunglasses, Thacker NYC mini satchel // Look 2: J.Crew Factory turtleneck, J.Crew topcoat, J.Crew skirt, Marc Fisher OTK boots, Ray-Ban round sunglasses, Clare Vivier clutch











Happy Monday! How was your weekend? Mike and I attended my family’s annual Pinot party. They’ve been having it every December for a couple years now, but it was our first time attending. While I’m a big wine drinker, I wouldn’t say I’m a connoisseur. I tend to like anything you can easily drink. Nothing too big or bold. I’ve mentioned my secret bottle we buy from Trader Joe’s in the past, but we also found another great option for under $10. It was no surprise, Mike and I ended up liking the lighter Pinot Noir and not the most expensive/popular. In general though, it was nice to get out of our comfort zone a bit and try different vineyards at different price points. 

As for today’s post – skirts are not typically my thing when it gets cold, but I recently picked up this black one from J.Crew and I’ve been having fun trying to work it into my fall wardrobe. The temps have really dropped here, so it’s been freezing, but I like the idea of swapping out my jeans for something different every now and again. In order to make any kind of skirt work in the fall or winter, covering your legs is a must. Tights have always been an option, but you can also cover up with over-the-knee boots. I know some of you may be anti-tights, but I actually think they can be quite chic. Pair them with ankle booties, loafers, or pumps and stick to opaque black tights and you should be good to go.

I want to quickly mention a few things about this J.Crew wool mini skirt. I’m wearing a petite 00 and the fit is awesome. I do think it runs long, so I actually have the waist rolled under. But, other than that, I love the way it hugs my hips and flares out a bit at the bottom. It’s super flattering, I think on all sizes, but especially for a petite frame. It appears the skirt is nearly sold out in every size and color, but if it does come back in-stock, I’ll be sure to let you know. It’s a great staple for fall and winter.

Best fall and winter skirts: