
ATTAINABLE:
Gap Bow-Back Ballet Flatswww.gap.com; sale (now) $34.99
I'm always a fan of a great pair of flats, and these pretty little Gap ones take the cake. I love the soft-looking leather and perfect dove gray color. And of course the bow on the back is simply adorable. It would be a crime for it to be hidden, so these would be perfect with a pair of rolled-up boyfriend jeans or scrunched-up skinnies, but even better paired with opaque tights and a darling dress.
Dresses have become a true passion of mine only in the past few years -- and I've definitely been making up for lost time. When winter rolls around and luxe fabrics are the best way to stay warm and still look fabulous, I admittedly miss my favorite cotton sundresses -- but the frock fun doesn't have to end when the weather turns dreary. Dresses with touches of leather are seasonally appropriate without being too intimidating (although I desperately wish that I could pull off an all-leather shift like
Jennifer Aniston), and even less-expensive options that don't look cheap are available.

EXTRAVAGANCE:
Mason by Michelle Mason Leather Tank Dresswww.revolveclothing.com; sale (now) $370
Everything about this dress is great: the leather tank-style top that fits beautifully, the ladylike miniskirt with a single pleat and perfectly flirty, slightly A-line silhouette, the scoop neckline... Michelle Mason has outdone herself, and I love that this would be perfect with either bare legs or opaque tights.

DEAL:
Vero Moda Faux Leather Skirt Dresswww.asos.com; sale (now) $32.72
What I think I love most about this dress is that though the skirt is not only fitted but also faux, it doesn't look cheap. When part of a one-piece dress with a blousy black top, the fabric definitely looks luxe. And, even better, the price is most definitely right.
EXTRAVAGANCE:
Alice + Olivia Tamira Leather Bustier Dresswww.shopbop.com; $596
This dress needs to find its way into my closet immediately. The contrast between the sharp leather bustier and the soft, ladylike mesh pleated skirt is truly stunning, and the bodice is tailored to perfection. The perfect cocktail dress, this frock would be absolutely killer with a pair of bright pumps and chandelier earrings.
DEAL:
Madewell Leather Trim Attache Dresswww.shopbop.com; $158
Though this dress is only tinged with leather, it totally satisfies my craving for a bit of extra luxury in an everyday frock. The touches of leather on the cuffs and pocket are perfect to make this little wool dress unique, and I'm OBSESSED with the shirttail hem. Such a perfect look for running weekend errands when paired with boots or flats or for work when belted and worn with tights and pumps.
How are YOU wearing leather this winter?
xo Josie
Thanks to Gap, RevolveClothing, ASOS, and Shopbop for the photos.