He is like you would imagine a young hipster Clark Gable would be and he's got a leer on him that won't quit.
Pornography, an eminent American jurist has pointed out, is distinguished by the "leer of the sensualist."
Then he peered into Hugh Ritson's face with a leer of triumph.
He gave a leer and said, "But not too old to be in the Rebel army."
"Father Glynn, of Luke Street," growled out the imp, with a leer.
“Ah, there you touch upon an interesting subject,” replied Musch, with something like a leer.
An expression which, if he had not been a baronet, would have been a leer, came on his lips.
"Goo'-by," responded Zank, with a leer that struck Fred as being rather ugly.
Evidences of his influence seemed to leer at him from window and hoarding.
He said this with a leer, and Bax laughed as he inspected Long Orrick more narrowly.
"to look obliquely" (now usually implying "with a lustful or malicious intent"), 1520s, probably from Middle English noun ler "cheek," from Old English hleor "the cheek, the face," from Proto-Germanic *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). Related: Leered; leering.
1590s, from leer (v).
Old English hleo "shelter, cover, defense, protection," from Proto-Germanic *khlewaz (cf. Old Norse hle, Danish læ, Old Saxon hleo, Dutch lij "lee, shelter"). No known cognates outside Germanic; original sense uncertain and might have been "warm" (cf. German lau "tepid," Old Norse hly "shelter, warmth"), which might link it to PIE *kele- (1) "warm." As an adjective, 1510s, from the noun.