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Definition of careful : 1. Filling with care or solicitude; exposing to concern, anxiety, or trouble; painful.
2. Full of care; anxious; solicitous.
3. Taking care; giving good heed; watchful; cautious; provident; not indifferent, heedless, or reckless; - often followed by of, for, or the infinitive; as, careful of money; careful to do right.

Synonyms:

overcareful, noncommittal, metrical, troubled, apprehensive, on guard, wide-awake, sure, gingerly, ing how the land lies, minute, hard to please, elaborate, wakeful, close, frugal, calm, sparing, paying attention, farsighted, painstaking, narrow, self-disciplined, suspicious, calculating, sleepless, blow-by-blow, certain, economical, detailed, taking measures, thrifty, on the lookout, mensurable, putting the right foot forward, mensural, awake, canny, leery, metric, keeping a nose to the wind, exact, overexact, too-careful, self-possessed, studious, assiduous, calculated, forehanded, conservative, leaving no margin for error, going to great lengths, cool, measured, on the alert, religious, advertent, sure-footed, solid, making haste slowly, sober, chary, elaborated, unhurried, stealthy, protective

deliberate, circumspect, guarded, prudent, wary, aware

cautious, concentrating, observant, engrossed, diligent, entranced, alert, hearkening, heedful, regardful, watchful, immersed, considering, rapt, intent, enraptured, sharp, concerned, interested, observing, responsible, scrutinizing, vigilant, mindful, absorbed, fascinated, attentive

discretionary, considerate, politic, discriminatory, judicious, safe, diplomatic, discreet, solicitous

fussy, choosy, methodical, discriminating, Epicurean, qualmish, priggish, perspicacious, rigorous, accurate, squeamish, correct, discerning, punctilious, dainty, scrupulous, delicate, meticulous, proper, conscientious, mincing, critical, precise, exacting, severe, flawless, hypercritical, fastidious, prudish, finicky, picky, demanding, particular, prim, persnickety, literal

strict, ready, thorough, thoughtful, provident, sharp-eyed, prepared, finical

Usage examples:

• We can't be too careful. - "The Boy Scout Aviators", George Durston.
• You want to be mighty careful about that." - "The Story of a Doctor's Telephone--Told by His Wife", Ellen M. Firebaugh.
• Alison promised to be careful. - "Good Luck", L. T. Meade.