woebegone

/'woubi,gɔn/
Adjective
  1. affected by or full of grief or woe
    • his sorrow...made him look...haggard and...woebegone- George du Maurier
  2. worn and broken down by hard use
    • a creaky shack
    • a decrepit bus...its seats held together with friction tape
    • a flea-bitten sofa
    • a run-down neighborhood
    • a woebegone old shack

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woebegone
The old man's woebegone expression revealed his deep sorrow.