5 Looks to Copy If You're Going for That Cool, Elevated, Effortless Vibe

Sponsor Content Created With DKNY

winter-outfit-ideas-dkny-296491-1637361960903-square

Welcome to Weekday Wardrobe, a series in which a Who What Wear editor, staffer, or influencer will snap a pic of the outfits they wear from Monday to Friday. We'll break down where you can shop it all to inspire your own everyday style, no matter what's on your week's agenda.

If you ever happen to look through the photos on my phone, you'll notice that dozens upon dozens of my screenshots are of Jen Ceballos, aka @endlesslyloveclub. New York–born and now Miami-based, the Colombian model, stylist, and content creator is as good as it gets when it comes to effortless outfits with enough attitude to keep things interesting––and that's exactly the kind of style I'm channeling this season.

I reached out to Ceballos (obviously without mentioning how many pics of her I have on my phone) to see if I could bug her for some of her current favorite looks. In return, I got an entire week's worth of her outfits, which include minimal-yet-punchy items from her go-to spot: DKNY. The brand's latest 24/7 drop has taken up residence in her closet, and after seeing these 'fit pics, I'm about to be right there with her. From faux-leather shackets and lug-sole loafers to tote bags and combat boots, these are all the on-trend items Jen's dubbing her wardrobe essentials.

winter-outfit-ideas-dkny-296491-1637361537894-main

"I always like to start off with a strong outfit that puts me into that 'work' mindset. This look—a crisp, white button-down and sleek leather loafers—is perfect for any type of business meeting I have on a Monday. While it's a classic look, the belted black mini skirt really adds an edgy vibe that balances the other pieces."

winter-outfit-ideas-dkny-296491-1637361563682-main

"For an easy Tuesday look, I love an all-black vibe. I love pairing an opposing color like these cream chunky boots to add just a little pop. They're seriously such a statement piece. This is such a perfect outfit for running errands and grabbing lunch, so adding in a cute oversize tote like this one is essential. It's one of those bags that can fit everything you need for the day."

winter-outfit-ideas-dkny-296491-1637361645139-main

"I live in Florida, and this really is the perfect outfit. It gives off that chillier winter vibe with the chunky lug-sole boots, but it's still definitely weather-appropriate. On a Wednesday, I love having a glass of wine at a stylish restaurant to relax after working all day, and this outfit is exactly what I would throw on." 

winter-outfit-ideas-dkny-296491-1637361663024-main

"Layering in the winter is key. So for this look, I paired the classic white button-down with the leather jacket. Trousers are always my go-to for any look since they're comfortable, easy to wear, and go with so many things. Thursday is a great day to keep things a bit more casual before the weekend, which this outfit is perfect for. It's low-key but still looks elevated and cool."

winter-outfit-ideas-dkny-296491-1637361682385-main

"On Fridays, I love putting on something that I can wear while creating content during the day but that can also seamlessly transition to a post-work dinner. And in this instance, that something is this jumpsuit. It's the perfect day-to-night piece. While boots and a tote are perfect daytime accessories, if I had a fancier occasion at night, I would throw on a pair of heels. It's just so easy."

Just as obsessed with these cool looks as I am? Be sure to snag even more pieces from DKNY's winter collection before they sell out.

Anneliese Henderson
Senior Editor, Branded Content

Anneliese Henderson is a Los Angeles–based senior editor on the branded content team at Who What Wear where she covers the latest in fashion, beauty, and lifestyle. When she’s not writing about her favorite trends, you can find her reading a book by the beach or spending money on overpriced smoothies at Erewhon.