1) Creaky 2) Decrepit 3) Despondent 4) Flea-bitten 5) Lugubrious 6) Run-down 7) Sad in appearance 8) Tragedy-stricken 9) Without oxygen we go blue 10) Worn Found on https://www.crosswordclues.com/clue/woebegone
woefuladjective affected by or full of grief or woe; `his sorrow...made him look...haggard and...woebegone`- George du Maurier Found on https://www.encyclo.co.uk/local/20974