The phrase wearing hat and glasses is a more general way of saying wears an orange hat and glasses. Note, in this case there really is nothing that can't be inferred from 1; sentence 2 is just a rephrasing of the first, leaving out the adjective orange.


Consider the statement "A man wears an orange hat and glasses.". Based on this "A man wearing hat and glasses" a true statement? Yes, no, or I don't know?