The hair and headdress, positioned on the top of the body, assume a special role of accomplishing the silhouette of the clothing. This thesis reviewed the change of the hair and headdresses of the ancient Western world and studied the relationship between the silhouettes of the dresses and the shapes of the hairstyles. It was concluded that the hairstyles of each region had been developed in accordance, with their dress silhouettes, either repeating the silhouettes in a smaller scale, or reflecting their aesthetic attitudes toward clothing in the hairstyles. Religious symbolism was displayed strongly. In the headdresses of the cultures where the religious influence was great.