What I’m Wearing This Week: Transitional Dressing Edition

The shift in weather from winter to spring is great, but figuring out what to wear during that time? Um, not so much. Here are five transitional spring outfits to make your mornings a little easier (including shoppable options for each!):

MONDAY: JEAN JACKET SEASON IS BACK

Lighten up an all-black ensemble with a jean jacket, a warm-weather staple. I’ll be re-creating this look with my new Who What Wear sleeveless mock neck (obsessed, you guys) and Pixie pants from J.Crew. And black booties, because I do not own a fabulous white pair.

TUESDAY: DENIM ON DENIM + STRIPES
Transitional spring outfits | Alittleleopard.com

Image: Madewell

Canadian tuxedos are wonderful. I love this trick from Madewell to mix it up with some stripes underneath, too — a fresh twist on what has become a classic outfit.

WEDNESDAY: MOTO JACKET

Last year’s Rag & Bone v-neck sweater trend is still going strong, it seems… so I am very happy I scooped up an affordable version of the style at Banana Republic. Even Rag & Bone is re-creating the style this year, with their more affordable /JEAN line. I’m supposed to go check out CH Distillery after work on Wednesday, and this outfit can totally go from desk to happy hour. And also, apparently, the airport!

THURSDAY: MORE STRIPES

For days when it’s still a little cooler, you can’t beat the simplicity of a striped top layered under a sweater.

FRIDAY: BLAZER FRIDAY

So some people in my office do this thing called blazer Fridays, and I’ve yet to participate because it’s been forever and a half since I’ve worn a blazer. Also, it’s mostly guys who do it. However, when I cleaned out my closet, I decided that a couple of my blazers still “spark joy,” so now seems like an excellent time to break out the trusty blazer, jeans and t-shirt combo.

Note to those who know me IRL, including coworkers: outfits subject to change based on Chicago weather. And my mood.

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