Antonym: hopeful. Similar words: despair, airing, despatch, tiring, firing, retiring, aspiring, admiring. Meaning: [-eərɪŋ] 
adj. arising from or marked by despair or loss of hope.
adj. arising from or marked by despair or loss of hope. 
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1) He skipped past the defender's despairing lunge.
2) Jim raised his hands in a despairing gesture.
3) He flashed her a despairing glance.
4) The despairing girl went to the well and leapt in.
5) He received the news with a despairing sigh.
6) She flashed him a despairing glance.
7) She gave me a last despairing look.
8) He glared at her, despairing.
9) He sighed a deep, despairing sigh.
10) To Lily, something almost despairing came from the child.
11) She stared at the letter again, thinking hard, despairing.
12) One is no longer the hopeful or the despairing guest: one is host in the house of oneself.
13) That despairing bleat touched a heart she hadn't been sure still existed.
14) Despairing of a cluttered cupboard, baffled by anger's exigent protocols,(http://sentencedict.com/despairing.html) we could not say what was meant.
15) I felt helpless and despairing and suddenly so ill that I had to clutch at the door to stop myself falling.
16) The despairing, faithless, gaping, horrified wife looked down at her lover, and knew that he was dead.
17) His despairing tackle merely provided an easy far-post chance for Artak Minasyan.
18) When he received the despairing note from Sien he hurried in to see her.
19) Many physicists find themselves despairing of ever finding such a picture.
20) With every day that passed he became ever more despairing.
21) Her chin sank onto her chest, and she looked despairing.
22) Unable to resist a look in the mirror, she gave a despairing sigh.
23) Once she glanced at her watch and, with a despairing sigh, realised it wasn't even midnight yet.
24) The music soothed her for a while but the needle stuck in a groove suddenly and she wept in response, despairing.
25) At the door he turned and gave me a last despairing look and I saw him no more.
26) With every day that passed he became ever more despairing and hopeless as messengers brought him reports of the army's casualties.
27) So we find him circling for months around the insoluble problem of Kee, exulting and then despairing, then exulting again.
28) She turned on taps that emitted nothing but a despairing sigh and she laughed.
29) It is not for the squeamish, but equally it is not for the merely despairing.
30) He ran surprisingly fast on his stumpy legs but eventually he gave up and slowed to a despairing walk.
More similar words: despair, airing, despatch, tiring, firing, retiring, aspiring, admiring, enquiring, perspiring, inspiring, sparing, firing squad, inquiringly, sparring, unsparing, spain, pair, impair, pair off, repair, a pair of, prairie, impaired, disrepair, thomas paine, impairment, trespass, lifespan, iridescent.