Equal parts distressed-cool and tailored-polish, this jacket from Levi’s goes with everything. Use it to elevate an uber-caj look or loosen-up a prim one.

This fit and flare dress from Madewell is fine for the office, but is too sweet to be cool for weekend wear. Together, the heels and jacket cut the sweetness and add a little salt to the look, turning this into a versatile option for weekend days and casual evenings out.

(If you’re like me, you’ve stockpiled some summer dresses that feel a little too young and cute to wear now. Try wearing them under this jacket and adding an updated, chunky heel or gladiator sandal.)

1. Fit and flare dress is from Madewell and no longer available, but this blue and white sleeveless version from Jessica Simpson is similar. 2. Levi’s Boyfriend Trucker Jacket 3. Haley sandals by Vince.