1. Faux Leather Leggings
It took me a season to get into the faux leather leggings a few years back, but now I’m all in! I love them as an option between basic black leggings and black jeans. I’ll wear them from dressed down in an athleisure outfit to dressed up with a pretty blouse, moto jacket, and heeled booties. They’re versatile and add a bit of an edge to any outfit.
For this particular pair, I recommend sizing up one from your typical size.
Item Shown: Spanx Faux Leather Leggings
Similar Options:
2. Heeled Weatherproof Booties
While my need for winter boots has been removed almost completely by my move to North Carolina, I still like to have a pair or two on hand! I used to wear heeled booties all the time in Chicago, so I’m happy to have a pair that I love here, too. They’re functional and it’s nice to have the heel if you want to dress them up a bit. You will catch me wearing them with leggings most often, but they work with jeans, too!
Item Shown: Dolce Vita Huey H2O Waterproof Bootie
Similar Options:
3. Sherpa Pullover/Jacket
A winter closet staple, if you ask me! I love a cozy pullover like this to throw on anytime of the day. I usually pair one with leggings and sneakers, but you could definitely do jeans and booties or white sneakers. The added warmth is key!
Items Shown: Aerie White Sherpa Quarter Zip, Gap Purple Sherpa Jacket (similar option), Aerie White Button Cloud Sherpa (similar option)
Similar Options:
4. Cozy Oversized Sweaters
Based on item number one, this shouldn’t be surprising. While an oversized sweater isn’t the most flattering thing in the universe, I won’t quit them. I wear them with leggings and my skinny jeans – I like to balance an oversized top with a fitted bottom. These can easily be layered over and you can wear anything from sneakers to heeled booties with them!
Items Shown: Loft Turtleneck Tunic Sweater, Target Striped Mock Neck Sweater, Aerie Waffle Knit Sweater (Similar Option)
Similar Options:
You always have the cutest style! All of these pieces look so comfy for the cooler months 🙂
Thank you!
I’ve been looking everywhere for those Dolce Vita Huey booties and it directed me to your website:) Any chance you’d be interested in selling them! I love your site btw
Thank you! I just purchased them, so won’t be selling them anytime soon.