Cool means the shade leans blue, not orange. That one shift explains most of the choices.
On the lips, think raspberry, a pink with a cool cast and soft cherry. Faces with more depth go further: burgundy, plum, a deep red.
On a Cool Summer, the red is a cool red. On a True Winter, it runs blue-toned.
On the cheeks, pick a cool pink. A Deep Winter can go to raspberry pink, applied lightly because it reads strongly on the skin.
For the eyes, the cool family is gray, cool taupe, plum, navy and silver. A softer liner or mascara in charcoal or navy often suits a gentle face. A crisp black line suits a face with more definition.
Now the shades to watch. Orange-leaning ones, like terracotta lipstick or apricot blush, pull the other way. A cool face can look patched on the cheeks or yellowed around the mouth.
That’s a direction, not a ban. Test before you toss anything.