rueful

equivalents

penitent

repentant

synonyms

addicted

affecting

afflictive

aggrieved

anguished

ashamed

bitter

bleak

careworn

cheerless

comfortless

conscience-smitten

conscience-stricken

deplorable

depressed

depressing

depressive

despairing

despondent

discomforting

dismal

dismaying

distressful

distressing

doleful

dolorific

dolorogenic

dolorous

dreary

dumb with grief

full of remorse

grief-stricken

griefful

grieved

grievous

hopeless

in grief

joyless

lamentable

lamentable

lugubrious

miserable

mournful

mournful

moving

oppressed

painful

pathetic

piteous

pitiable

etymologically-related-terms

rue

same-contexts

anguished

apologetic

bemused

derisive

disdainful

dismissive

doleful

exasperate

heartfelt

impish

incredulous

ironical

piteous

plaintive

quizzical

regretful

reproachful

self-deprecating

sheepish

wry