Here’s a spin off of a mom on the go flop proof outfit formula that I posted back in 2008. That interpretation was strictly casual. The formula is as much in style today as it was back then, so I’m taking it a step further by “dressing up the look”. Counter intuitive perhaps, given that there is a casual denim jacket involved, but hear me out. 

These days, you can add a cropped and fitted denim jacket to any skirt. From the most casual cottons, rayons and linens, to dressier wools, silks, tweeds, tulle, lace, sequins, sateens and brocade. Printed or solid, long or short, knitted or woven, straight or flared. Add in the appropriate layering top, shoes, bag, and accessories as desired. You are good to go.

The left hand side of the ensemble is casual. A flirty, flared cotton skirt, layering tee, denim jacket, flat sandals and crossbody satchel. The right hand side of the ensemble is the dressier version. The same layering tee and denim jacket are instead matched up with a more formal skirt, dressier shoes and fancy clutch. The juxtaposition of dressy and casual is extreme, but pretty cool. 

Change up the level of fading on the denim jacket, and the colours and silhouettes of the support act to suit your style preferences. I’ve chosen a severely faded denim jacket because I bat for Team Faded Denim, but feel free to substitute with darker denim. 

This is one of my favourite ways to style my dressy skirts. I’ll substitute the tee for an item of knitwear, tank top, or button down shirt and add low heeled pumps or dressy flats. I’ll wear the outfit on a more casual work day with clients, on a night out, or out and about town. Versatile, comfortable and easy.