Now
Softened by a skinny tank, this crisp pleated skirt has a summery breeziness.
Later
With patterned stockings and a faux-fur jacket, it's the embodiment of ladylike glamour.
Now
A '40s-inspired peak-shoulder blazer snappily takes a classic weekend uniform into evening.
Later
The same item gives a sophisticated London-girl edge to a cabled sweater, cords, and a plaid button-down.
Now
Worn with a nautical tee and strappy shoes, these deep orange pants feel especially sunny.
Later
Such a vibrant color offsets the no-nonsense cool of a motocross-style leather jacket and buckled booties.
Now
The military look of this vest adds a nice ruggedness—and a hit of unpredictability.
Later
It becomes the ultimate fall layering piece, working as well with leather as it does with lace.
