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afraid feeling polite sorrow or regret. [1/3 definitions]
alas used to express regret, sorrow, or grief.
bemoan to express pity or sorrow for. [1/3 definitions]
bewail to mourn or express great sorrow for; wail or cry over; lament. [2 definitions]
bleed to feel grief, sympathy or sorrow. [1/7 definitions]
broken devastated by sorrow. [1/9 definitions]
condole to express sympathy or sorrow for one suffering misfortune or pain.
deplorable causing sorrow or grief; lamentable. [1/2 definitions]
deplore to show or have regret or sorrow about. [1/2 definitions]
de profundis (Latin) out of the depths (used to express great sorrow or misery).
doleful full of sadness, sorrow, or melancholy. [2 definitions]
dolor a feeling or mood of sorrow, grief, or woe.
dolorous feeling, showing, or causing grief or sorrow.
drown to try to deaden (sorrow or grief) with alcoholic drink. [1/4 definitions]
grief intense sorrow or distress, esp. over a loss; anguish. [2/3 definitions]
grieve to feel intense sorrow; mourn. [2 definitions]
heartbreak deep sorrow or anguish.
heartbreaking causing deep sorrow or anguish.
heartbroken afflicted with deep and sometimes lasting sorrow or anguish.
heartrending causing or expressing deep sorrow or anguish.
howl to cry out loudly, as from sorrow, distress, anger, or the like. [2/8 definitions]