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Merriam-Webster Online Dictionary
unfortunate (adjective)
1.
a) not favored by fortune - unsuccessful unlucky an unfortunate young man
b) marked or accompanied by or resulting in misfortune - an unfortunate decision
2.
a) - infelicitous unsuitable an unfortunate choice of words
b) - deplorable regrettable an unfortunate lack of taste
unfortunate (noun)
an unfortunate person
Merriam-Webster Online Thesaurus
unfortunate (adjective)
1.
bringing about ruin or misfortune
SYNONIMS:
calamitous, cataclysmal ( cataclysmic), catastrophic, damning, destructive, disastrous, fateful, ruinous, unfortunate
RELATED WORDS:
apocalyptic ( apocalyptical); hapless, ill-fated, ill-starred, luckless; adverse, baleful, baneful, damaging, deleterious, detrimental, evil, harmful, hurtful, ill, injurious, noxious, pernicious, prejudicial
NEAR ANTONYMS:
fluky ( flukey), fortuitous, fortunate, happy, lucky, providential; auspicious, bright, encouraging, fair, golden, heartening, hopeful, optimistic, promising, propitious, rose-colored, rosy, upbeat
unfortunate (adjective)
2.
having, prone to, or marked by bad luck
SYNONIMS:
hapless, hard-luck, ill-fated, ill-starred, jinxed, luckless, snakebit ( snakebitten), star-crossed, unfortunate, unhappy
RELATED WORDS:
adverse, ill, inauspicious, unfavorable, unpromising, untoward; calamitous, catastrophic, disastrous; accursed ( accurst), damned, doomed, tragic ( tragical)
NEAR ANTONYMS:
blessed ( blest), favored, gifted, privileged; auspicious, fair, favorable, golden, promising, propitious
fortunate, happy, lucky
unfortunate (adjective)
3.
of a kind to cause great distress
SYNONIMS:
deplorable, distressful, distressing, grievous, heartbreaking, heartrending, lamentable, tragic ( tragical), unfortunate, unlucky, woeful
RELATED WORDS:
troublesome, vexatious; affecting, doleful, moving, piteous, poignant, ruthful, touching; awful, dire, dreadful, fearful, severe, terrible; alarming, disturbing, perturbing, traumatic, unsettling; crushing, excruciating, harrowing, horrible, horrifying, intolerable, overwhelming, shocking, sickening, unbearable; miserable, pitiful, sad, wretched; calamitous, disastrous; painful, raging, sharp
NEAR ANTONYMS:
gratifying, pleasing, rewarding, satisfying; comforting, encouraging, heartening; cheering, heartwarming, inspiring; fortunate, happy, lucky

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