2
dolorific(miserable, wretched, anguished)
2
drab(adjective, blue, sad, depression, woe)
2
heartbroken(adjective, sad, unhappy, gloomy, depressed)
2
hopeless(gloomy, depressed, wretched)
2
howling(adjective, blue, sad, depression, woe)
2
lachrymose(adjective, sad, sorrow, depression, woe)
2
miffed(adjective, upset, cut, hurt, hit)
2
painful(sad, unhappy, miserable, wretched, distressing)
2
saddening(sad, melancholy, sorrowful, mournful, woebegone)
2
self-accusing(sad, unhappy, apologetic)
2
shook(adjective, upset, cut, hurt, hit)
2
solemn(adjective, sad, sorrow, depression, woe)
2
sorrowing(sad, mournful, grief-stricken)
2
teary(adjective, sad, sorrow, depression, woe)
2
terrible
1
afflicting
1
anguish
1
compassion
1
demure
1
meritless
11 years ago|10k views|share |citing 
APASmart Define. (2015). rueful thesaurus. Retrieved September 26, 2026, from https://smartdefine.org/rueful/thesaurus/synonyms
ChicagoSmart Define. 2015. "rueful thesaurus" https://smartdefine.org/rueful/thesaurus/synonyms (accessed September 26, 2026).
HarvardSmart Define 2015, rueful thesaurus, Smart Define, viewed 26 September, 2026, <https://smartdefine.org/rueful/thesaurus/synonyms>.
MLASmart Define. "rueful thesaurus" 13 April 2015. Web. 26 September 2026. <https://smartdefine.org/rueful/thesaurus/synonyms>