20 entries under judicious topic. ×

1
all ears(careful, thoughtful, cautious, prudent, watchful)
1
calculating(careful, thoughtful, prudent, watchful)
1
chary(careful, thoughtful, prudent, watchful)
1
considerate(careful, thoughtful, prudent, watchful)
1
discreet(careful, thoughtful, prudent, watchful)
1
forethoughtful(careful, thoughtful, cautious, prudent, watchful)
1
leery(careful, thoughtful, prudent, watchful)
1
playing safe(expression, careful, thoughtful, prudent)
1
politic(careful, thoughtful, prudent, watchful)
1
provident(careful, thoughtful, prudent, watchful)
1
prudent(adjective, careful, thoughtful, watchful)
1
pussyfoot(careful, thoughtful, cautious, prudent, watchful)
1
safe(adjective, careful, thoughtful, prudent, watchful)
1
shrewd(careful, thoughtful, prudent, watchful)
1
tentative(adjective, careful, thoughtful, prudent, watchful)
1
thinking twice(expression, careful, thoughtful, prudent)
1
watching out(expression, careful, thoughtful, prudent)
0
gingerly(adjective, careful, thoughtful, prudent, watchful)
0
guarded(adjective, careful, thoughtful, prudent, watchful)
0
with eyes peeled(expression, idiom, cautious, tentative)
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APASmart Define. (2011). playing it cool thesaurus. Retrieved September 28, 2026, from https://smartdefine.org/playing_it_cool/thesaurus/synonyms
ChicagoSmart Define. 2011. "playing it cool thesaurus" https://smartdefine.org/playing_it_cool/thesaurus/synonyms (accessed September 28, 2026).
HarvardSmart Define 2011, playing it cool thesaurus, Smart Define, viewed 28 September, 2026, <https://smartdefine.org/playing_it_cool/thesaurus/synonyms>.
MLASmart Define. "playing it cool thesaurus" 29 May 2011. Web. 28 September 2026. <https://smartdefine.org/playing_it_cool/thesaurus/synonyms>