3
sharp(adjective, smooth, keen, smart, intelligent)
3
sly(adjective, smooth, keen, sharp, smart)
3
tricky(adjective, smooth, sharp, smart, intelligent)
3
wily(adjective, smooth, sharp, intelligent, clever)
3
wise(adjective, smooth, keen, sharp, smart)
2
adroit(adjective, smart, shrewd, clever, subtle)
2
artful(adjective, smooth, sharp, smart, intelligent)
2
cagey(adjective, smooth, keen, sharp, smart)
2
deceitful(adjective, cunning, sly, crafty, devious)
2
discerning(adjective, smooth, keen, sharp, smart)
2
educated(adjective, knowing)
2
hep(smart, shrewd, clever, subtle, artful)
2
informed(adjective, knowing)
2
ingenious(adjective, smooth, keen, sharp, smart)
2
intellectual(adjective, knowing)
2
keen(adjective, smooth, sharp, smart, intelligent)
2
on to(expression, adjective, refined, practical, mature)
2
perceptive(adjective, smooth, keen, sharp, smart)
2
perspicacious(sharp, smart, intelligent, shrewd, clever)
2
refined(adjective, cool, smooth, practical, mature)
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APASmart Define. (2015). streetwise thesaurus. Retrieved September 24, 2026, from https://smartdefine.org/streetwise/thesaurus/synonyms
ChicagoSmart Define. 2015. "streetwise thesaurus" https://smartdefine.org/streetwise/thesaurus/synonyms (accessed September 24, 2026).
HarvardSmart Define 2015, streetwise thesaurus, Smart Define, viewed 24 September, 2026, <https://smartdefine.org/streetwise/thesaurus/synonyms>.
MLASmart Define. "streetwise thesaurus" 14 April 2015. Web. 24 September 2026. <https://smartdefine.org/streetwise/thesaurus/synonyms>