Etymology
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cunning (adj.)

early 14c., conning, "learned, skillful, possessing knowledge," present participle of connen, cunnen "to know," from Old English cunnan (see can (v.1)), from PIE root *gno- "to know." Also compare cun (v.). Sense of "skillfully deceitful, characterized by crafty ingenuity" is probably by late 14c. Related: Cunningly.

cunning (n.)

c. 1300, conninge, "knowledge, understanding, information, learning," a sense now obsolete, verbal noun from connen, cunnen "to have ability or capacity," from Old English cunnan (see can v.1). By mid-14c. as "ability to understand, intelligence; wisdom, prudence;" sense of "cleverness, shrewdness, practical skill in a secret or crafty manner" is by late 14c. 

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Definitions of cunning
1
cunning (adj.)
attractive especially by means of smallness or prettiness or quaintness;
a cunning baby
cunning kittens
Synonyms: cute
cunning (adj.)
marked by skill in deception;
cunning men often pass for wise
Synonyms: crafty / dodgy / foxy / guileful / knavish / slick / sly / tricksy / tricky / wily
cunning (adj.)
showing inventiveness and skill;
the cunning maneuvers leading to his success
Synonyms: clever / ingenious
2
cunning (n.)
shrewdness as demonstrated by being skilled in deception;
Synonyms: craft / craftiness / foxiness / guile / slyness / wiliness
cunning (n.)
crafty artfulness (especially in deception);
From wordnet.princeton.edu