When the weather won’t cooperate with the season but I still want to wear a sweater, I turn to this featherweight cashmere knit from Khaite. Purchased awhile back, it’s brought back season after season because it’s so good (ecru is 15% off here). I may add one in black. I adore the Prada bouquet flat but don’t think I can handle anything that pointed. If you can, it’s a style hero piece that will update every look in your closet. For a more comfortable, walk all day option, a soft Mary Jane flat is the answer. The jeans are Rag & Bone. They’re soft and easy to pair with everything.