35 entries under thoughtful topic. ×

1
shrewd(careful, prudent, watchful, judicious)
1
taking it easy(expression, idiom, careful, prudent)
1
taking it slow(expression, idiom, careful, prudent)
1
tentative(adjective, careful, prudent, watchful)
1
thinking twice(expression, careful, prudent, judicious)
1
vigilant(careful, prudent, watchful, guarded)
1
walking on eggs(expression, idiom, careful, prudent)
1
wary(adjective, careful, prudent, watchful)
1
watchful(adjective, careful, prudent, guarded)
1
watching out(expression, careful, prudent, judicious)
0
careful(adjective, prudent, watchful, guarded)
0
circumspect(adjective, careful, prudent, watchful)
0
gingerly(adjective, careful, prudent, watchful)
0
guarded(adjective, careful, prudent, watchful)
0
restrained(careful, watchful)
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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>