Pronounce Sleepless as S L EH EH P L EH S S.
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experiencing or accompanied by sleeplessness
"insomniac old people"; "insomniac nights"; "lay sleepless all night"; "twenty watchful, weary, tedious nights"- Shakespeare
lidless, sleepless(adj)always watchful
"to an eye like mine, a lidless watcher of the public weal"- Alfred Tennyson
not sleeping or able to sleeplay sleepless with worry
The affair cost me many sleepless nights.
Tom spent a sleepless night thinking of Mary.
He spent another sleepless night watching television.