4 Sneaker Outfits We Can't Help But Wear Over and Over

Sponsor Content Created With Converse


Most of our holiday plans (not to mention lives) are quite different in just about every way this year, and we've been shifting our wardrobes accordingly. Don't let that fool you into thinking we've given up on great style in any way though. Rather, we're swapping our usual festive attire for more practical denim (the stretchier, the better), knit dresses, and platform sneakers.

Two Who What Wear editors, in particular, Lauren Eggertsen and Courtney Higgs, are almost exclusively wearing pairs from Converse at the moment, styling them with all of their winter-ready 'fits no matter the occasion (or whether there even is one at all). Their laid-back looks are so good, we guarantee you'll be saying good riddance to your party heels for quite some time.


(Image credit: STYLING: Converse Run Star Hike sneakers, Zara blazer, Lioness dress, and Wandler bag)

Lauren is typically someone who loves to get dressed up for any and every occasion, but right now, she says, "Sneakers just make more sense." She conveniently owns over a dozen pairs of Converse (all high top styles by the way!) but is reaching for her new Run Star Hike sneakers the most this season. For intimate family gatherings during the holidays, she plans to dress up her Run Star Hike sneakers a bit more than usual. "I love pairing sneakers with something a tad unexpected like a leather blazer and a minidress—the contrast makes for an interesting-yet-approachable look," she explains. Lauren also reminds us that the platform soles are a big footwear trend right now, making this outfit a clear winner.


(Image credit: STYLING: Converse Run Star Hike sneakers, Ganni top, & Other Stories jeans, Prada bag, and Apercu Sunglasses)

For a more casual occasion, like picking up some last minute holiday gifts, Lauren's styling her Converse with denim to keep things casual. Her printed red top feels just the right amount of seasonally appropriate without getting too close to full-on festive attire. (No ugly Christmas sweaters for her this year.) "I love the look of the bold blouse with the loud sneakers. Clearly, I am not afraid to make a statement," she confirms.


(Image credit: STYLING: Converse Cozy Club Run Star Hike sneakers, Who What Wear Collection sweater, Astr the Label skirt, and Jacquemus bag)

Courtney is gravitating toward the Cozy Club version, which is another editor-favorite platform style. "These leather shoes have a layer of soft faux-fur lining that helps keep my feet warm and comfortable without leaning fully into shearling boots or anything too bulky," she explains. Those who like to add a little height to their look, pay attention because Courtney swears by this pair of platforms when she wants to give her five-foot, one-inch frame a little extra lift. (Who needs heels anyway?) We really love the way they look here paired with a very on trend snakeskin mini skirt and chunky knit sweater.


(Image credit: STYLING: Converse Cozy Club Run Star Hike sneakers, Zara shirt dress, Topshop jacket, Longchamp bag, and Amazon sunglasses)

Courtney is staying local for the holidays, creating new traditions at home with her fiancé and very cute pup (a Frenchie named Bernie). "Any opportunity to put on real clothes is a treat, so I don’t hold back anymore," she says. This dress outfit, in particular, is practical for a California winter day while still feeling very much polished and put-together. "Even from six feet away, anyone will be able to see that I’m killin' it," Courtney says of this look.


Associate Fashion Director, Branded Content

Michaela Bushkin is the associate fashion director on the branded content team. She is based in Los Angeles and is going on her sixth year at Who What Wear. Michaela has always worked in the content world, previously at Whalerock and The Zoe Report. Her current role involves executing content, photo shoots, and events for fashion brands from retailers to luxury designers and everything in between. She spends her free time online shopping (or "researching" as she likes to call it), reading at the beach, and trying as many new restaurants in L.A. as possible.