DOLEFUL

adj. sad, sorrowful, melancholy, gloomy, mournful, cheerless, joyless, sombre, depressed, disconsolate, blue, down, distressed, dejected, downhearted, forlorn, unhappy, lugubrious, dolorous, wretched, miserable, woebegone, dreary, woeful, Colloq down in the mouth, down in the dumps; distressing, funereal, depressing, grievous, harrowing From his doleful expression I thought he would cry any minute She lives in the most doleful surroundings.