Double-Duty Booties
January 19, 2015

There aren’t many shoes that can work across every single season. That’s why we’re OBSESSED with booties! You can rock them anytime from the dead of winter to the heat of summer with total confidence. So don’t wait until spring to amp up your bootie collection—get your fix now and get inspired by these now & later looks we pulled together!

Now/Later Booties: Comfy Now, Classy Later

Minimum effort, meet maximum adorable. These lace-up ankle booties get constant rotation in our closets, thanks to their comfort and versatility. Pair them with skinny jeans (roll those cuffs!), a cozy sweater, and a warm beanie for a simple winter outfit you can wear time and time again.

When temps start to rise, celebrate in color—this peach drawstring cinched sundress is perfectly lovely for spring! Top it all off with this glamorous pearl necklace for a look that’s appropriate for work and everything after.

Steve Madden Rubin Bootie $69.95 (Compare at $100!), Betsey Johnson Rhinestone Flower Beanie $9.94 (Compare at $26!), One Wink Pearl Cluster Bib Necklace $29.95 (Compare at $48!)

Now/Later Booties: Professional Now, Playful Later

A thick oversized sweater is definitely our go-to for frigid days, and these leather booties with a stacked wedge heel are the perfect complement. Add tights, a black leather midi skirt, and a little bit of bling to round it out.

A cute flowery romper and a felt rancher hat take these booties from winter-chic to soft and playful. Enjoy that sunshine (we promise, it’s coming)!

Crown Vintage Sandy Bootie $69.95 Compare at $130!), One Wink Antique Blush Crystal Bib Necklace $29.95 (Compare at $48!), Nine West Rancher Hat $26.95 (Compare at $44!)

Now/Later Booties: Serious Now, Sunny Later

Black and grey is a timeless color combo that we’ll sincerely miss when colors and patterns start taking over. Layer a fitted black sweater dress beneath a boyfriend blazer and cool grey infinity scarf, then zip up your favorite casual ankle booties and get movin’—you’ve got business to take care of.

When the sweater dresses get put away for the season, it’s the sun dresses that take center stage. We love the darker floral pattern on this flirty dress, but we love this crossbody bag even more. It’s the perfect balance of functional and fashionable.

Crown Vintage Grace Bootie $49.95 (Compare at $90!), David & Young Basic Cable Knit Infinity Scarf $19.95 (Compare at $35!), Dune London Dushroom Crossbody Bag $59.95 (Compare at $95!)