1 [leer]
verb (used without object)
to look with a sideways or oblique glance, especially suggestive of lascivious interest or sly and malicious intention: I can't concentrate with you leering at me.
a lascivious or sly look.

1520–30; perhaps v. use of obsolete leer cheek (Middle English leor, Old English hlēor; cognate with Old Norse hlȳr (plural))

leeringly, adverb
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World English Dictionary
leer (lɪə)
1.  (intr) to give an oblique, sneering, or suggestive look or grin
2.  such a look
[C16: perhaps verbal use of obsolete leer cheek, from Old English hlēor]
adj, —n

Collins English Dictionary - Complete & Unabridged 10th Edition
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Word Origin & History

"to look obliquely" (now usually implying "with a lustful or malicious intent"), 1530, from M.E. noun ler "cheek," from O.E. hleor "the cheek, the face," from P.Gmc. *khleuzas "near the ear," from *kleuso- "ear," from PIE root *kleu- "to hear" (see listen). The notion is
probably of "looking askance" (cf. figurative development of cheek). The noun is first attested 1598.
Online Etymology Dictionary, © 2010 Douglas Harper
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Example sentences
For on the article and without the benefit of his leering delivery, cigar and loping walk, many of them fall flat.
Instead of leering lt his fall go and tell him of riches that never take wings and fly away.
And yet that small fiend only sat there leering at me with joy and contempt, and placidly chuckling.
Inevitably, people at other tables will start staring and leering at us.
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