Blogger Charlotte Bridgeman of Winston + Willow has long mastered the balancing act of proportions, teaming a long ladylike pencil skirt with a sporty crop top; breezy high-waisted pants with a billowy anorak; or a buttoned-up military jacket with jaw-dropping over the knee boots.
Lucky us, we get to benefit from her experience test-driving these daring, mixed and matched ensembles—especially when she takes on the It-look of the season: midi-length skirts and trousers. This newly popular length can be intimidating to wear upon first glance but Charlotte demonstrates that these pants can easily be made accessible to anyone and all body types.
First and foremost, Charlotte opted for a higher-waisted style to give her midi-length trousers a tomboy slant while highlighting her figure and waist. Her high-low sweater smartly defines her waist further. Finally, her thick-heeled shoes and Vince Camuto Robyn Satchel anchor Charlotte’s loosely fitting sweater and wide-leg midi-pants as the accessories’ structure pull the different silhouettes together. The end result is a cozy seasonal transition outfit that incorporates a very fashion-forward element while using classic silhouettes to keep everything familiar and comfortable.