Start with one piece you wear often. Try these combinations before you shop so you can see what would actually fill a gap.
Straight-leg jeans, a fitted tee, and a roomy layer
Balance a close-fitting tee with a loose blazer or cardigan. If you want the outfit to feel more intentional, repeat one color in your shoes, bag, or belt.
A dress, a knit, and comfortable shoes
Layer a knit over a dress to wear it like a skirt. Try a cropped sweater or fold a longer one under at the waist for a different proportion.
Wide-leg trousers and a shorter top
A tucked shirt or waist-length top lets the trousers set the shape. Take a quick photo if the outfit works. It gives you something to reach for the next time you’re getting dressed in a hurry.