35 entries under careful topic. ×

1
cautious(adjective, thoughtful, watchful, guarded)
1
alert(thoughtful, prudent, watchful, guarded)
1
all ears(thoughtful, cautious, prudent, watchful)
1
cagey(thoughtful, prudent, watchful, guarded)
1
calculating(thoughtful, prudent, watchful, judicious)
1
chary(thoughtful, prudent, watchful, judicious)
1
considerate(thoughtful, prudent, watchful, judicious)
1
discreet(thoughtful, prudent, watchful, judicious)
1
forethoughtful(thoughtful, cautious, prudent, watchful)
1
heedful(thoughtful, prudent, watchful, guarded)
1
judicious(thoughtful, prudent, watchful, guarded)
1
leery(thoughtful, prudent, watchful, judicious)
1
on the lookout(expression, idiom, thoughtful, prudent)
1
playing safe(expression, thoughtful, prudent, judicious)
1
politic(thoughtful, prudent, watchful, judicious)
1
precautious(adjective, thoughtful, watchful)
1
provident(thoughtful, prudent, watchful, judicious)
1
prudent(adjective, thoughtful, watchful, judicious)
1
pussyfoot(thoughtful, cautious, prudent, watchful)
1
safe(adjective, thoughtful, prudent, watchful)
<12>
15 years ago|389 views|share |citing 
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>