How to Draw Fashionable Hats
Draw a Trapper Hat without the fur.
Draw the head and neck of a boy. At the crown of the head, map out the shape of the hat rising slightly above the head. Draw a curved line slightly above the eyebrows to cover the forehead. The line connects to the sides of the hat.
Add ear flaps to the sides of the head over the ears and add ties to the flaps. If you want to add fur, draw the inner line around the face jagged with a few extra lines for texture.